U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C56H71N9O23S
Molecular Weight 1270.274
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MICAFUNGIN

SMILES

[H][C@@]12C[C@@H](O)CN1C(=O)[C@@]([H])(NC(=O)[C@H](C[C@@H](O)[C@@H](O)NC(=O)[C@]3([H])[C@@H](O)[C@@H](C)CN3C(=O)[C@@]([H])(NC(=O)[C@@]([H])(NC2=O)[C@H](O)[C@@H](O)C4=CC(OS(O)(=O)=O)=C(O)C=C4)[C@H](O)CC(N)=O)NC(=O)C5=CC=C(C=C5)C6=NOC(=C6)C7=CC=C(OCCCCC)C=C7)[C@@H](C)O

InChI

InChIKey=PIEUQSKUWLMALL-YABMTYFHSA-N
InChI=1S/C56H71N9O23S/c1-4-5-6-17-86-32-14-11-28(12-15-32)39-21-33(63-87-39)27-7-9-29(10-8-27)49(75)58-34-20-38(70)52(78)62-54(80)45-46(72)25(2)23-65(45)56(82)43(37(69)22-41(57)71)60-53(79)44(48(74)47(73)30-13-16-36(68)40(18-30)88-89(83,84)85)61-51(77)35-19-31(67)24-64(35)55(81)42(26(3)66)59-50(34)76/h7-16,18,21,25-26,31,34-35,37-38,42-48,52,66-70,72-74,78H,4-6,17,19-20,22-24H2,1-3H3,(H2,57,71)(H,58,75)(H,59,76)(H,60,79)(H,61,77)(H,62,80)(H,83,84,85)/t25-,26+,31+,34-,35-,37+,38+,42-,43-,44-,45-,46-,47-,48-,52+/m0/s1

HIDE SMILES / InChI
Molecular Formula C56H71N9O23S
Molecular Weight 1270.274
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 15 / 15
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.drugs.com/ppa/micafungin.html | https://en.wikipedia.org/wiki/Micafungin

Micafungin (trade name Mycamine) is an echinocandin antifungal drug. Micafungin, the active ingredient in Mycamine, inhibits the synthesis of 1,3-β-D-glucan, an essential component of fungal cell walls, which is not present in mammalian cells. Micafungin is indicated for the treatment of candidemia, acute disseminated candidiasis, Candida peritonitis, abscesses and esophageal candidiasis. Possible histamine-mediated symptoms have been reported with Mycamine, including rash, pruritus, facial swelling and vasodilatation.

CNS Activity

CNS Non-penetrant
1014
Curator's Comment: Micafungin was present in low levels at brain tissue, indicating limited penetration into central nervous system (CNS) tissue. https://www.ncbi.nlm.nih.gov/pubmed/19933794

Originator

Approval Year

2005
131
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 0.208 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
MYCAMINE

Approved Use

Mycamine® is indicated in adult and pediatric patients 4 months and older for: Mycamine is an echinocandin indicated in adult and pediatric patients 4 months and older for: •Treatment of Patients with Candidemia, Acute Disseminated Candidiasis, Candida Peritonitis and Abscesses (1.1) •Treatment of Patients with Esophageal Candidiasis (1.2) •Prophylaxis of Candida Infections in Patients Undergoing Hematopoietic Stem Cell Transplantation (1.3) 1.1 Treatment of Patients with Candidemia, Acute Disseminated Candidiasis, Candida Peritonitis and Abscesses [see Clinical Studies (14.1)

Launch Date

2005
Preventing
Approved
8429
MYCAMINE

Approved Use

Mycamine® is indicated in adult and pediatric patients 4 months and older for: Mycamine is an echinocandin indicated in adult and pediatric patients 4 months and older for: •Treatment of Patients with Candidemia, Acute Disseminated Candidiasis, Candida Peritonitis and Abscesses (1.1) •Treatment of Patients with Esophageal Candidiasis (1.2) •Prophylaxis of Candida Infections in Patients Undergoing Hematopoietic Stem Cell Transplantation (1.3) 1.1 Treatment of Patients with Candidemia, Acute Disseminated Candidiasis, Candida Peritonitis and Abscesses [see Clinical Studies (14.1)

Launch Date

2005
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
16.4 μg/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
150 mg 1 times / day multiple, intravenous
dose: 150 mg
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
60.8 μg/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
8 mg/kg bw 1 times / day multiple, intravenous
dose: 8 mg/kg bw
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
10.1 μg/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
100 mg 1 times / day steady-state, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
167 μg × h/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
150 mg 1 times / day multiple, intravenous
dose: 150 mg
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
663 μg × h/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
8 mg/kg bw 1 times / day multiple, intravenous
dose: 8 mg/kg bw
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
97 μg × h/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
100 mg 1 times / day steady-state, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
15.2 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
150 mg 1 times / day multiple, intravenous
dose: 150 mg
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
17.2 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
8 mg/kg bw 1 times / day multiple, intravenous
dose: 8 mg/kg bw
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
13.4 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
100 mg 1 times / day steady-state, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
1%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
100 mg 1 times / day steady-state, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
MICAFUNGIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
8 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 8 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 8 mg/kg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/16715107
Page: p.48
unhealthy, 19 - 62
n = 8
Health Status: unhealthy
Condition: Haematopoietic stem cell transplantation
Age Group: 19 - 62
Sex: M+F
Population Size: 8
Sources:
https://pubmed.ncbi.nlm.nih.gov/16715107
Page: p.48
Sources:
https://pubmed.ncbi.nlm.nih.gov/16715107
Page: p.48
200 mg single, intravenous
Highest studied dose
Dose: 200 mg
Route: intravenous
Route: single
Dose: 200 mg
Co-administed with::
prednisolone, iv, single(20 mg)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
healthy
Health Status: healthy
Condition: Candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Disc. AE: Intravascular hemolysis...
AEs leading to
discontinuation/dose reduction:
Intravascular hemolysis (acute)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
16 mg/kg single, intravenous
Overdose
Dose: 16 mg/kg
Route: intravenous
Route: single
Dose: 16 mg/kg
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.9
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.9
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.9
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
Disc. AE: Anaphylaxis, Anaphylactoid reaction...
AEs leading to
discontinuation/dose reduction:
Anaphylaxis
Anaphylactoid reaction
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Disc. AE: Hemolysis, Hemolytic anemia...
AEs leading to
discontinuation/dose reduction:
Hemolysis (significant)
Hemolytic anemia
Abnormal liver function tests
Hepatic impairment
Hepatitis
Hepatic failure
Blood urea increased
Creatinine increased
Renal impairment
Renal failure (acute)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
Disc. AE: Exfoliative conditions, Stevens-Johnson syndrome...
AEs leading to
discontinuation/dose reduction:
Exfoliative conditions
Stevens-Johnson syndrome
Toxic epidermal necrolysis
Rash
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
Disc. AE: Hepatic and hepatobiliary disorders, Hepatic and hepatobiliary disorders...
AEs leading to
discontinuation/dose reduction:
Hepatic and hepatobiliary disorders (1.1%)
Hepatic and hepatobiliary disorders (serious, 0.4%)
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
AEs

AEs

AESignificanceDosePopulation
Intravascular hemolysis acute
Disc. AE
200 mg single, intravenous
Highest studied dose
Dose: 200 mg
Route: intravenous
Route: single
Dose: 200 mg
Co-administed with::
prednisolone, iv, single(20 mg)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
healthy
Health Status: healthy
Condition: Candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Anaphylactoid reaction Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
Anaphylaxis Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1
Abnormal liver function tests Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Blood urea increased Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Creatinine increased Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Hemolytic anemia Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Hepatic failure Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Hepatic impairment Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Hepatitis Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Renal impairment Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Renal failure acute
Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Hemolysis significant
Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
unhealthy
Health Status: unhealthy
Condition: Oesophageal candidiasis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/021506s011s012lbl.pdf
Page: p.1, p.4
Exfoliative conditions Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
Rash Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
Stevens-Johnson syndrome Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
Toxic epidermal necrolysis Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.5
Hepatic and hepatobiliary disorders 1.1%
Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
Hepatic and hepatobiliary disorders serious, 0.4%
Disc. AE
150 mg 1 times / day multiple, intravenous
Recommended
Dose: 150 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 150 mg, 1 times / day
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Candidiasis
Sources:
https://www.ema.europa.eu/en/documents/product-information/mycamine-epar-product-information_en.pdf
Page: p.8
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1737
inhibitor
1767
inhibitor
1852
inhibitor
1612

OverviewOther

Other InhibitorOther SubstrateOther Inducer
P-gp
1461

CYP3A
214

CYP2C19
1478

CYP2E1
882
P-gp
1537

CYP1A2
1054

CYP2B6
664

CYP2C
11

CYP1A1
349

NTCP
17

OATP1B1/3
11

BSEP
52

BCRP
561

MRP3
50

arylsulfatase
3
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
P-gp
1650
 no
CYP2C19
1553
 yes [Inhibition 50 uM]
CYP2C9
1819
 yes [Inhibition 50 uM]
CYP2D6
1891
 yes [Inhibition 50 uM]
CYP2E1
970
 yes [Inhibition 50 uM]
CYP3A
298
 yes [Inhibition 50 uM]
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
P-gp
1537
 inconclusive
arylsulfatase
3
 likely
BCRP
561
 yes
BSEP
52
 yes
CYP1A1
349
 yes
CYP1A2
1054
 yes
CYP2B6
664
 yes
CYP2C
11
 yes
CYP3A4
1737
 yes
MRP3
50
 yes
NTCP
17
 yes
OATP1B1/3
11
 yes
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
hERG
1647
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:600520
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:600520
ChemicalBook
CB71471028
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB71471028
PubMed

PubMed

TitleDatePubMed
In vitro activities of a new lipopeptide antifungal agent, FK463, against a variety of clinically important fungi.
2000 Jan
Efficacy of FK463, a (1,3)-beta-D-glucan synthase inhibitor, in disseminated azole-resistant candida albicans infection in mice.
2000 Jun
Efficacy of FK463, a new lipopeptide antifungal agent, in mouse models of pulmonary aspergillosis.
2000 Mar
In vitro antifungal activity of a novel lipopeptide antifungal agent, FK463, against various fungal pathogens.
2000 Oct
In vitro antifungal activity of FK463, a new water-soluble echinocandin-like lipopeptide.
2000 Sep
Prophylactic effect of FK463, a novel antifungal lipopeptide, against Pneumocystis carinii infection in mice.
2000 Sep
Antifungals: what's in the pipeline.
2001 Oct
In vitro activity of micafungin (FK-463) against Candida spp.: microdilution, time-kill, and postantifungal-effect studies.
2002 Dec
Efficacy of micafungin alone or in combination against systemic murine aspergillosis.
2003 Apr
Micafungin: pharmacology, experimental therapeutics and clinical applications.
2005 Apr
In vitro interactions of micafungin with other antifungal drugs against clinical isolates of four species of Cryptococcus.
2005 Jul
Micafungin: a new echinocandin.
2006 Apr 15
Micafungin sodium, the second of the echinocandin class of antifungals: theory and practice.
2006 Aug
Determination of MICs of aminocandin for Candida spp. and filamentous fungi.
2006 Dec
Emerging echinocandins for treatment of invasive fungal infections.
2006 May
Echinocandins in the management of invasive fungal infections, Part 2.
2006 Oct 1
Echinocandins in the management of invasive fungal infections, part 1.
2006 Sep 15
The echinocandin micafungin: a review of the pharmacology, spectrum of activity, clinical efficacy and safety.
2007 Jun
Echinocandins: A ray of hope in antifungal drug therapy.
2010 Feb
In vitro activity of isavuconazole against 208 Aspergillus flavus isolates in comparison with 7 other antifungal agents: assessment according to the methodology of the European Committee on Antimicrobial Susceptibility Testing.
2011 Dec
Triazole and echinocandin MIC distributions with epidemiological cutoff values for differentiation of wild-type strains from non-wild-type strains of six uncommon species of Candida.
2011 Nov
In vitro activity of E1210, a novel antifungal, against clinically important yeasts and molds.
2011 Oct
Identification and characterization of the echinocandin B biosynthetic gene cluster from Emericella rugulosa NRRL 11440.
2012 Oct 10
KB425796-A, a novel antifungal antibiotic produced by Paenibacillus sp. 530603.
2013 Aug
Comparative in vitro fungicidal activity of echinocandins against Candida albicans in peritoneal dialysis fluids.
2013 Nov
Patents

Patents

US6107458
3
WO9611210
3

Sample Use Guides

In Vivo Use Guide
Esophageal Candidiasis - 150 mg per day Prophylaxis of Candida Infections in HSCT Recipients - 50 mg per day
Route of Administration: Intravenous
In Vitro Use Guide
The IC50 value of FK463 for mannan inhibition was over 100 ug/ml.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:23:28 GMT 2023
Edited
by admin
on Sat Dec 16 16:23:28 GMT 2023
Record UNII
R10H71BSWG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MICAFUNGIN
EMA EPAR   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
MICAFUNGIN [JAN]
Common Name English
MICAFUNGIN [MI]
Common Name English
Micafungin [WHO-DD]
Common Name English
PNEUMOCANDIN A0, 1-((4R,5R)-4,5-DIHYDROXY-N(SUP 2)-(4-(5-(4-(PENTYLOXY)PHENYL)-3-ISOXAZOLYL)BENZOYL)-L-ORNITHINE)-4-((4S)-4-HYDROXY-4-(4-HYDROXY-3-(SULFOOXY)PHENYL)-L-THREONINE)-
Common Name English
MICAFUNGIN [EMA EPAR]
Common Name English
MICAFUNGIN [VANDF]
Common Name English
micafungin [INN]
Common Name English
Classification Tree Code System Code
LIVERTOX 634
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
WHO-ATC J02AX05
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
NDF-RT N0000175508
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
WHO-VATC QJ02AX05
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
NCI_THESAURUS C514
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
NDF-RT N0000175508
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
NDF-RT N0000175507
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
Code System Code Type Description
DAILYMED
R10H71BSWG
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
MESH
C121905
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
SMS_ID
100000091615
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL457547
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
CAS
235114-32-6
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
DRUG CENTRAL
1798
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
CHEBI
600520
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
MERCK INDEX
m7524
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY Merck Index
INN
8069
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
RXCUI
325887
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY RxNorm
DRUG BANK
DB01141
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID90873341
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
NCI_THESAURUS
C1850
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
FDA UNII
R10H71BSWG
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
PUBCHEM
477468
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
WIKIPEDIA
MICAFUNGIN
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
EVMPD
SUB16444MIG
Created by admin on Sat Dec 16 16:23:28 GMT 2023 , Edited by admin on Sat Dec 16 16:23:28 GMT 2023
PRIMARY
Related Record Type Details
Structure of MICAFUNGIN SODIUM DIHYDRATE
SALT/SOLVATE -> PARENT
Structure of MICAFUNGIN SODIUM
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
When detennined in human plasma samples following a single dose of micafungin I00 mg, micafungin binding to plasma protein were approximately 99.8%. Micafungin protein binding in
BINDING
Related Record Type Details
Structure of O-DESULFO METHYL MICAFUNGIN
METABOLITE -> PARENT
MINOR
Structure of DESPENTYL-(.OMEGA.-1)-HYDROXYPENTYL MICAFUNGIN
METABOLITE -> PARENT
Structure of O-DESULFO MICAFUNGIN
METABOLITE -> PARENT
Activity Questionable (inactive in http://onlinelibrary.wiley.com/doi/10.1592/phco.27.1.53/epdf). However, not important in theraphy as concentration is low. Mediator: arylsulfatase
PLASMA
Structure of DESPENTYL-(.OMEGA.-1)-HYDROXYPENTYL MICAFUNGIN
METABOLITE -> PARENT
Probably inactive. Mediator: P450 (CYP) isozymes, but not a major pathway for micafungin metabolism in vivo
PLASMA
Related Record Type Details
Structure of MICAFUNGIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC Population
PHARMACOKINETIC
Population
PHARMACOKINETIC
NIH
NCATS
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