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Details

Stereochemistry ABSOLUTE
Molecular Formula C43H69NO12
Molecular Weight 792.0091
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ASCOMYCIN 19-EPIMER

SMILES

CC[C@]1([H])/C(/[H])=C(\C)/C[C@]([H])(C)C[C@@]([H])([C@]2([H])[C@]([H])(C[C@@]([H])(C)[C@](C(=O)C(=O)N3CCCC[C@@]3([H])C(=O)O[C@]([H])(/C(=C(\[H])/[C@]4([H])CC[C@]([H])([C@@]([H])(C4)OC)O)/C)[C@]([H])(C)[C@]([H])(CC1=O)O)(O)O2)OC)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 792.0091
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 14 / 14
E/Z Centers 1
Optical Activity UNSPECIFIED

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

Curator's Comment:: Ascomycin, an antifungal antibiotic, was isolated by Arai et al. Originator of ascomycin 19-epimer is unknown.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:57:25 UTC 2021
Edited
by admin
on Fri Jun 25 22:57:25 UTC 2021
Record UNII
94K77BR6AT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASCOMYCIN 19-EPIMER
Common Name English
TACROLIMUS MONOHYDRATE IMPURITY B [EP]
Common Name English
TACROLIMUS IMPURITY, ASCOMYCIN 19-EPIMER- [USP]
Common Name English
Code System Code Type Description
FDA UNII
94K77BR6AT
Created by admin on Fri Jun 25 22:57:25 UTC 2021 , Edited by admin on Fri Jun 25 22:57:25 UTC 2021
PRIMARY
PUBCHEM
76971980
Created by admin on Fri Jun 25 22:57:25 UTC 2021 , Edited by admin on Fri Jun 25 22:57:25 UTC 2021
PRIMARY
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EP