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Details

Stereochemistry ABSOLUTE
Molecular Formula C43H69NO12
Molecular Weight 792.0075
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ASCOMYCIN 19-EPIMER

SMILES

CC[C@@H]1\C=C(C)\C[C@H](C)C[C@H](OC)[C@H]2O[C@@](O)([C@H](C)C[C@@H]2OC)C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@H](C)[C@@H](O)CC1=O)C(\C)=C\[C@@H]4CC[C@@H](O)[C@@H](C4)OC

InChI

InChIKey=ZDQSOHOQTUFQEM-ROFNMVEVSA-N
InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43-/m0/s1

HIDE SMILES / InChI

Molecular Formula C43H69NO12
Molecular Weight 792.0075
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 14 / 14
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

Ascomycin 19-epimer is a stereoisomer of ascomycin (immunomycin). Ascomycin was isolated in the early sixties as a fermentation product of Streptomyces hygroscopicus var. ascomycetus and probed for its antifungal activity. Ascomycin derivatives represent a novel class of anti-inflammatory macrolactams currently under development for the treatment of skin diseases.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
94K77BR6AT
Record Status Validated (UNII)
Record Version