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Details

Stereochemistry ACHIRAL
Molecular Formula C5H9NO3.ClH
Molecular Weight 167.591
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMINOLEVULINIC ACID HYDROCHLORIDE

SMILES

Cl.NCC(=O)CCC(O)=O

InChI

InChIKey=ZLHFONARZHCSET-UHFFFAOYSA-N
InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C5H9NO3
Molecular Weight 131.1299
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Aminolevulinic Acid is the first compound in the porphyrin synthesis pathway. The metabolism of aminolevulinic acid (ALA) is the first step in the biochemical pathway resulting in heme synthesis. Aminolevulinic acid is not a photosensitizer, but rather a metabolic precursor of protoporphyrin IX (PpIX), which is a photosensitizer. The synthesis of ALA is normally tightly controlled by feedback inhibition of the enzyme, ALA synthetase, presumably by intracellular heme levels. ALA, when provided to the cell, bypasses this control point and results in the accumulation of PpIX, which is converted into heme by ferrochelatase through the addition of iron to the PpIX nucleus. Marketed under the brand name LEVULAN KERASTICK for Topical Solution plus blue light illumination using the BLU-U Blue Light Photodynamic Therapy Illuminator, it is indicated for the treatment of minimally to moderately thick actinic keratoses (Grade 1 or 2, see table 2 for definition) of the face or scalp. Aminolevulinic acid is also being studied in the treatment of other conditions and types of cancer. An orally-administered in vivo diagnostic agent, Aminolevulinic acid, is used in photodynamic diagnosis (PDD) whose aim is to help doctors visualize the tumor tissue during surgical resection of malignant glioma, it is already sold in over 20 European countries including Germany and the U.K. According to the presumed mechanism of action, photosensitization following application of aminolevulinic acid (ALA) topical solution occurs through the metabolic conversion of ALA to protoporphyrin IX (PpIX), which accumulates in the skin to which aminolevulinic acid has been applied. When exposed to light of appropriate wavelength and energy, the accumulated PpIX produces a photodynamic reaction, a cytotoxic process dependent upon the simultaneous presence of light and oxygen. The absorption of light results in an excited state of the porphyrin molecule, and subsequent spin transfer from PpIX to molecular oxygen generates singlet oxygen, which can further react to form superoxide and hydroxyl radicals. Photosensitization of actinic (solar) keratosis lesions using aminolevulinic acid, plus illumination with the BLU-UTM Blue Light Photodynamic Therapy Illuminator (BLU-U), is the basis for aminolevulinic acid photodynamic therapy (PDT).

CNS Activity

Curator's Comment: There is low permeability of the undisrupted BBB in humans

Originator

Curator's Comment: The first report on excessive protoporphyrin accumulation and high photosensitivity after exogenous administration of ALA in humans was presented by Berlin et al. in 1956

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
LEVULAN KERASTICK

Approved Use

The LEVULAN KERASTICK for Topical Solution plus blue light illumination using the BLU-U Blue Light Photodynamic Therapy Illuminator is indicated for the treatment of minimally to moderately thick actinic keratoses (Grade 1 or 2, see table 2 for definition) of the face or scalp.

Launch Date

1999
Diagnostic
Gliolan

Approved Use

Gliolan is indicated in adult patients for visualisation of malignant tissue during surgery for malignant glioma (WHO grade III and IV).

Launch Date

2006
Primary
ALA

Approved Use

Condylomata Acuminata

Launch Date

2007
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
8239.1 μg/L
20 mg/kg bw single, oral
dose: 20 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1862.6 μg/L
2 mg/kg bw single, oral
dose: 2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
274.7 μg/L
0.2 mg/kg bw single, oral
dose: 0.2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
15.44 μg/mL
100 mg single, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
4.65 μg/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
27143.5 μg × h/L
20 mg/kg bw single, oral
dose: 20 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
2901.3 μg × h/L
2 mg/kg bw single, oral
dose: 2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
424.2 μg × h/L
0.2 mg/kg bw single, oral
dose: 0.2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
13.7 μg × h/mL
100 mg single, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
7.4 μg × h/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1.94 h
20 mg/kg bw single, oral
dose: 20 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
0.84 h
2 mg/kg bw single, oral
dose: 2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
0.75 h
0.2 mg/kg bw single, oral
dose: 0.2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
50.1 min
100 mg single, intravenous
dose: 100 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
44.4 min
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
88%
20 mg/kg bw single, oral
dose: 20 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
88%
2 mg/kg bw single, oral
dose: 2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
88%
0.2 mg/kg bw single, oral
dose: 0.2 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
AMINOLEVULINIC ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
20 mg/kg single, oral
Recommended
Dose: 20 mg/kg
Route: oral
Route: single
Dose: 20 mg/kg
Sources:
unhealthy, 70.5 years (range: 53–84 years)
n = 61
Health Status: unhealthy
Condition: primary or recurrent non-muscle-invasive bladder cancer
Age Group: 70.5 years (range: 53–84 years)
Sex: M+F
Population Size: 61
Sources:
Other AEs: Alanine aminotransferase increase, Hypotension...
Other AEs:
Alanine aminotransferase increase (grade 3, 6.6%)
Hypotension (grade 3, 1.6%)
Urticaria (grade 3, 1.6%)
Sources:
10 % 1 times / day multiple, topical
Recommended
Dose: 10 %, 1 times / day
Route: topical
Route: multiple
Dose: 10 %, 1 times / day
Sources: Page: p. 44
unhealthy
n = 384
Health Status: unhealthy
Sex: M+F
Population Size: 384
Sources: Page: p. 44
Disc. AE: Application site burning, Application site pain...
AEs leading to
discontinuation/dose reduction:
Application site burning (1 patient)
Application site pain (1 patient)
Sources: Page: p. 44
100 mg single, intravenous
Dose: 100 mg
Route: intravenous
Route: single
Dose: 100 mg
Sources:
healthy
n = 6
Health Status: healthy
Population Size: 6
Sources:
100 mg single, oral
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
healthy
n = 6
Health Status: healthy
Population Size: 6
Sources:
1328 mg single, intravesical
Dose: 1328 mg
Route: intravesical
Route: single
Dose: 1328 mg
Sources:
unhealthy
n = 8
Health Status: unhealthy
Condition: recurrent bladder cancer
Population Size: 8
Sources:
AEs

AEs

AESignificanceDosePopulation
Hypotension grade 3, 1.6%
20 mg/kg single, oral
Recommended
Dose: 20 mg/kg
Route: oral
Route: single
Dose: 20 mg/kg
Sources:
unhealthy, 70.5 years (range: 53–84 years)
n = 61
Health Status: unhealthy
Condition: primary or recurrent non-muscle-invasive bladder cancer
Age Group: 70.5 years (range: 53–84 years)
Sex: M+F
Population Size: 61
Sources:
Urticaria grade 3, 1.6%
20 mg/kg single, oral
Recommended
Dose: 20 mg/kg
Route: oral
Route: single
Dose: 20 mg/kg
Sources:
unhealthy, 70.5 years (range: 53–84 years)
n = 61
Health Status: unhealthy
Condition: primary or recurrent non-muscle-invasive bladder cancer
Age Group: 70.5 years (range: 53–84 years)
Sex: M+F
Population Size: 61
Sources:
Alanine aminotransferase increase grade 3, 6.6%
20 mg/kg single, oral
Recommended
Dose: 20 mg/kg
Route: oral
Route: single
Dose: 20 mg/kg
Sources:
unhealthy, 70.5 years (range: 53–84 years)
n = 61
Health Status: unhealthy
Condition: primary or recurrent non-muscle-invasive bladder cancer
Age Group: 70.5 years (range: 53–84 years)
Sex: M+F
Population Size: 61
Sources:
Application site burning 1 patient
Disc. AE
10 % 1 times / day multiple, topical
Recommended
Dose: 10 %, 1 times / day
Route: topical
Route: multiple
Dose: 10 %, 1 times / day
Sources: Page: p. 44
unhealthy
n = 384
Health Status: unhealthy
Sex: M+F
Population Size: 384
Sources: Page: p. 44
Application site pain 1 patient
Disc. AE
10 % 1 times / day multiple, topical
Recommended
Dose: 10 %, 1 times / day
Route: topical
Route: multiple
Dose: 10 %, 1 times / day
Sources: Page: p. 44
unhealthy
n = 384
Health Status: unhealthy
Sex: M+F
Population Size: 384
Sources: Page: p. 44
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Multivariate analysis of laryngeal fluorescence spectra recorded in vivo.
2001
The porphyrias: genetic and acquired aspects.
2001 Apr
Fluorescence staining of oral cancer using a topical application of 5-aminolevulinic acid: fluorescence microscopic studies.
2001 Apr
Topical photodynamic therapy at low fluence rates--theory and practice.
2001 Apr
Routine experimental system for defining conditions used in photodynamic therapy and fluorescence photodetection of (non-) neoplastic epithelia.
2001 Apr
Evaluation of different photosensitizers for use in photochemical gene transfection.
2001 Apr
Photodynamic therapy of feline superficial squamous cell carcinoma using topical 5-aminolaevulinic acid.
2001 Apr
Photodynamic therapy vs. cryosurgery of basal cell carcinomas: results of a phase III clinical trial.
2001 Apr
Fluorescence endoscopy with 5-aminolevulinic acid reduces early recurrence rate in superficial bladder cancer.
2001 Apr
[Photodynamic therapy of dysplasias and early carcinomas in Barrett esophagus with a diode laser system--a pilot study].
2001 Apr 15
Porphyric enzymes in hamster Harderian gland, a model of damage by porphyrins and their precursors. A chronobiological study on the role of sex differences.
2001 Apr 16
Peripheral neuropathy in chronic occupational inorganic lead exposure: a clinical and electrophysiological study.
2001 Aug
Recognition and transport characteristics of nonpeptidic compounds by basolateral peptide transporter in Caco-2 cells.
2001 Aug
Anticarcinogenic actions of melatonin which involve antioxidative processes: comparison with other antioxidants.
2001 Aug
Antitumor effect of 5-aminolevulinic acid-mediated photodynamic therapy can be enhanced by the use of a low dose of photofrin in human tumor xenografts.
2001 Aug 1
Melatonin prevents delta-aminolevulinic acid-induced oxidative DNA damage in the presence of Fe2+.
2001 Feb
Suppression of the induction of long-term depression by carbon monoxide in rat cerebellar slices.
2001 Feb
[Diagnostic difficulties in acute intermittent porphyria with neurological manifestations: apropos of 2 cases].
2001 Jan 1-15
Overexpression of interleukin-6 in human basal cell carcinoma cell lines increases anti-apoptotic activity and tumorigenic potency.
2001 Jan 11
5-Aminolaevulinate synthase gene promoter contains two cAMP-response element (CRE)-like sites that confer positive and negative responsiveness to CRE-binding protein (CREB).
2001 Jan 15
Photodynamic diagnosis of breast tumours after oral application of aminolevulinic acid.
2001 Jan 5
Photodynamic therapy of actinic keratoses with topical aminolevulinic acid hydrochloride and fluorescent blue light.
2001 Jul
On the promoting action of tamoxifen in a model of hepatocarcinogenesis induced by p-dimethylaminoazobenzene in CF1 mice.
2001 Jul
Photosensitization and mechanism of cytotoxicity induced by the use of ALA derivatives in photodynamic therapy.
2001 Jul 20
High efficiency of 5-aminolevulinate-photodynamic treatment using UVA irradiation.
2001 Jun
Clinical experience with 5-aminolevulinic acid and photodynamic therapy for refractory superficial bladder cancer.
2001 Jun
Optimization of differential photodynamic effectiveness between normal and tumor urothelial cells using 5-aminolevulinic acid-induced protoporphyrin IX as sensitizer.
2001 Jun 1
[Are new treatments always effective ?].
2001 Jun-Jul
[Experimental 5-aminolevulinic acid-induced photodynamic therapy (ALA-PDT) of oral carcinomas. Procedures in treatment of solid tumors and elucidation of cell death].
2001 Mar
The application of a compact multispectral imaging system with integrated excitation source to in vivo monitoring of fluorescence during topical photodynamic therapy of superficial skin cancers.
2001 Mar
Bowen's disease, solar keratoses and superficial basal cell carcinomas treated by photodynamic therapy using a large-field incoherent light source.
2001 Mar
[Endoscopic fluorescence diagnosis of esophageal carcinoma after sensitization with 5-aminolevulinic acid].
2001 Mar 15
Light irradiation increases embryotoxicity of photodynamic therapy sensitizers (5-aminolevulinic acid and protoporphyrin IX) in chick embryos.
2001 Mar-Apr
Photodynamic therapy for Bowen's disease (squamous cell carcinoma in situ) of the digit.
2001 May
A quantitative assessment of protoporphyrin IX metabolism and phototoxicity in human skin following dose-controlled delivery of the prodrugs 5-aminolaevulinic acid and 5-aminolaevulinic acid-n-pentylester.
2001 May
Fluorescence detection of cervical intraepithelial neoplasia for photodynamic therapy with the topical agents 5-aminolevulinic acid and benzoporphyrin-derivative monoacid ring.
2001 May
Zinc mesoporphyrin represses induced hepatic 5-aminolevulinic acid synthase and reduces heme oxygenase activity in a mouse model of acute hepatic porphyria.
2001 May
Photodynamic DNA damage mediated by delta-aminolevulinic acid-induced porphyrins.
2001 May
Photomodification of the electrical properties of the plasma membrane: a comparison between 6 different membrane-active photosensitizers.
2001 May 1
Antioxidants inhibit indoleamine 2,3-dioxygenase in IFN-gamma-activated human macrophages: posttranslational regulation by pyrrolidine dithiocarbamate.
2001 May 15
Diagnosing cancer in vivo.
2001 May 18
Expression of PEPT2 peptide transporter mRNA and protein in glial cells of rat dorsal root ganglia.
2001 May 25
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Can also be used orally for visualisation of malignant tissue during surgery for malignant glioma (WHO grade III and IV): the recommended dose is 20 mg 5-ALA HCl per kilogram body weight. http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Product_Information/human/000744/WC500021790.pdf
LEVULAN KERASTICK for Topical Solution 20% (aminolevulinic acid HCl) is intended for direct application to individual lesions diagnosed as actinic keratoses and not to perilesional skin. This product is not intended for application by patients or unqualified medical personnel. Application should involve either scalp or face lesions, but not both simultaneously. The recommended treatment frequency is: one application of the LEVULAN KERASTICK Topical Solution and one dose of illumination per treatment site per 8­ week treatment session. Each individual LEVULAN KERASTICK should be used for only one patient. Photodynamic therapy for actinic keratoses with LEVULAN KERASTICK for Topical Solution is a two stage process involving a) application of the product to the target lesions with LEVULAN KERASTICK Topical Solution, followed 14 to 18 hours later by b) illumination with blue light using the BLU-U Blue Light Photodynamic Therapy Illuminator. The second visit, for illumination, must take place in the 14-18 hour window following application.
Route of Administration: Topical
In Vitro Use Guide
Curator's Comment: Glioma cells, seeded at the bottom of 96-well plates and incubated with ALA (10 ug/ml) for 6 h, were exposed to the sinusoidal US pulses with a resonance frequency of 1 MHz, 1000 µs duration, 0.4 duty-cycle, and average acoustic power varying from 2 W to 6 W. Ultrasound waves were generated by a flat circular piezoelectric transducer with a diameter of 25 mm. Cell viability was determined by MTT assay.
Aminolevulinic acid (10 ug/ml) mediated sonosensitization of rat RG2 glioma cells in vitro. ALA-mediated SDT evokes cytotoxic effects of low intensity US on rat RG2 glioma cells in vitro.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:01:26 GMT 2023
Edited
by admin
on Fri Dec 15 15:01:26 GMT 2023
Record UNII
V35KBM8JGR
Record Status Validated (UNII)
Record Version
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Name Type Language
AMINOLEVULINIC ACID HYDROCHLORIDE
MART.   ORANGE BOOK   USAN   USP-RS   WHO-DD  
USAN  
Official Name English
5-AMINOLEVULINIC ACID HYDROCHLORIDE [EMA EPAR]
Common Name English
ALABEL
Brand Name English
AMINOLEVULINIC ACID HCL [INCI]
Common Name English
.DELTA.-AMINOLEVULINIC ACID HYDROCHLORIDE
MI  
Systematic Name English
AMINOLEVULINIC ACID HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
GLEOLAN
Brand Name English
AMINOLEVULINIC ACID HYDROCHLORIDE COMPONENT OF SONALA001
Common Name English
Aminolevulinic acid hydrochloride [WHO-DD]
Common Name English
AMINOLEVULINIC ACID HYDROCHLORIDE [JAN]
Common Name English
.DELTA.-AMINOLEVULINIC ACID HYDROCHLORIDE [MI]
Common Name English
AMINOLEVULINIC ACID HYDROCHLORIDE [ORANGE BOOK]
Common Name English
NSC-18509
Code English
NPC-07
Code English
GLIOLAN
Common Name English
LEVULAN
Brand Name English
5-AMINOLEVULINIC ACID HYDROCHLORIDE
EMA EPAR  
Common Name English
AMINOLEVULINIC ACID HYDROCHLORIDE [USP-RS]
Common Name English
AMELUZ
Common Name English
ALAGLIO
Brand Name English
AMINOLEVULINIC ACID HYDROCHLORIDE [MART.]
Common Name English
AMINOLEVULINIC ACID HCL
INCI  
INCI  
Official Name English
AMINOLEVULINIC ACID HYDROCHLORIDE COMPONENT OF SONALA-001
Common Name English
AMINOLEVULINIC ACID HYDROCHLORIDE [USAN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 761520
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
NCI_THESAURUS C1420
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
EMA ASSESSMENT REPORTS GLIOLAN (AUTHORIZED: GLIOMA)
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
FDA ORPHAN DRUG 236807
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
FDA ORPHAN DRUG 885522
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
EU-Orphan Drug EU/3/02/121
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
Code System Code Type Description
CHEBI
132969
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
EVMPD
SUB21578
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
DRUG BANK
DBSALT000934
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PRIMARY
ChEMBL
CHEMBL601
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
DAILYMED
V35KBM8JGR
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
CAS
5451-09-2
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
SMS_ID
100000089584
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
USAN
II-53
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
NSC
18509
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
NCI_THESAURUS
C1849
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
JAPANESE REVIEW
ALABEL
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY MARCH 2013
RXCUI
261715
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY RxNorm
PUBCHEM
123608
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
MERCK INDEX
m1713
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID5045914
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
ECHA (EC/EINECS)
226-679-5
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
FDA UNII
V35KBM8JGR
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
RS_ITEM_NUM
1025715
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY
JAPANESE REVIEW
ALAGLIO
Created by admin on Fri Dec 15 15:01:26 GMT 2023 , Edited by admin on Fri Dec 15 15:01:26 GMT 2023
PRIMARY MARCH 2013
Related Record Type Details
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IMPURITY -> PARENT
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USP
Related Record Type Details
ACTIVE MOIETY