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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

Molecular Formula C17H25NO3
Molecular Weight 291.3853
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 3
Optical Activity UNSPECIFIED

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.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Pecilocin

Approved Use

Dermatomycosis
PubMed

PubMed

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

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
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:40:48 GMT 2023
Edited
by admin
on Fri Dec 15 15:40:48 GMT 2023
Record UNII
TSA7W27MF8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PECILOCIN
INN   MI   WHO-DD  
INN  
Official 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
NSC-291839
Code English
PECILOCIN [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
WHO-ATC D01AA04
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
WHO-VATC QD01AA04
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
Code System Code Type Description
SMS_ID
100000083004
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
INN
2145
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL486174
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
ECHA (EC/EINECS)
243-116-9
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
NCI_THESAURUS
C72593
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
PUBCHEM
5282176
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
EVMPD
SUB09643MIG
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
DRUG CENTRAL
3419
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
WIKIPEDIA
PECILOCIN
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
MERCK INDEX
m8438
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY Merck Index
CAS
19504-77-9
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
FDA UNII
TSA7W27MF8
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
DRUG BANK
DB13459
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
MESH
C001405
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
NSC
291839
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID5057676
Created by admin on Fri Dec 15 15:40:48 GMT 2023 , Edited by admin on Fri Dec 15 15:40:48 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY