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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H25NO3
Molecular Weight 291.3853
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of PECILOCIN

SMILES

CCCC[C@@H](O)\C=C(C)\C=C\C=C\C(=O)N1CCCC1=O

InChI

InChIKey=ZYPGADGCNXOUJP-CXVPHVKISA-N
InChI=1S/C17H25NO3/c1-3-4-9-15(19)13-14(2)8-5-6-10-16(20)18-12-7-11-17(18)21/h5-6,8,10,13,15,19H,3-4,7,9,11-12H2,1-2H3/b8-5+,10-6+,14-13+/t15-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: Information on Pecilocin is too limited

Variotin (Pecilocin), an antifungal antibiotic, is produced by Paecilomyces varioti Bainer var. antibioticus and was isolated by Takeuchi et al. (1959). It is used topically for the treatment of human dermatomycosis.

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8583
Pecilocin

Approved Use

Dermatomycosis
PubMed

PubMed

TitleDatePubMed
Studies on variotin, a new antifungal antibiotic. I. Preparations and properties of variotin.
1959-09
Studies on variotin, a new antifungal antibiotic. II. Taxonomical studies on variotin-producing strain.
1959-09
Patents

Patents

US3122574
1
WO2009062746A2
2
WO2011075654A1
1

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Dosage for use in human is unknown. Variotin (3,000 U/g ointment) was studied in a guinea pig model of tinea pedis http://www.ncbi.nlm.nih.gov/pubmed/11521512
3,000 U/g ointment (guinea pig)
Route of Administration: Topical
In Vitro Use Guide
Variotin (Pecilocin) inhibits a number of fungi pathogenic to man such as Blastomyces dermatitidis, Trichophyton rubrum and Microsporum audouini at 0.25 μg/ml or less
Name Type Language
PECILOCIN
INN   MI   WHO-DD  
INN  
Official Name English
NSC-291839
Preferred Name English
2-PYRROLIDINONE, 1-((2E,4E,6E,8R)-8-HYDROXY-6-METHYL-1-OXO-2,4,6-DODECATRIENYL)-
Systematic Name English
VARIOTIN [JAN]
Common Name English
pecilocin [INN]
Common Name English
Pecilocin [WHO-DD]
Common Name English
PECILOCIN [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Mon Mar 31 18:05:16 GMT 2025 , Edited by admin on Mon Mar 31 18:05:16 GMT 2025
WHO-ATC D01AA04
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WHO-VATC QD01AA04
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Code System Code Type Description
SMS_ID
100000083004
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PRIMARY
INN
2145
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PRIMARY
ChEMBL
CHEMBL486174
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PRIMARY
ECHA (EC/EINECS)
243-116-9
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PRIMARY
NCI_THESAURUS
C72593
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PRIMARY
PUBCHEM
5282176
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PRIMARY
EVMPD
SUB09643MIG
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PRIMARY
DRUG CENTRAL
3419
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PRIMARY
WIKIPEDIA
PECILOCIN
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PRIMARY
MERCK INDEX
m8438
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PRIMARY Merck Index
CAS
19504-77-9
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PRIMARY
FDA UNII
TSA7W27MF8
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PRIMARY
DRUG BANK
DB13459
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PRIMARY
MESH
C001405
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PRIMARY
NSC
291839
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PRIMARY
EPA CompTox
DTXSID5057676
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PRIMARY
ACTIVE MOIETY
Structure of PECILOCIN
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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