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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H47NO8
Molecular Weight 525.6747
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PICROMYCIN

SMILES

[H][C@@]2(O[C@H]1[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@](C)(O)[C@@H](CC)OC(=O)[C@H](C)C(=O)[C@@H]1C)O[C@H](C)C[C@@H]([C@H]2O)N(C)C

InChI

InChIKey=UZQBOFAUUTZOQE-VSLWXVDYSA-N
InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27+,28+/m1/s1

HIDE SMILES / InChI

Molecular Formula C28H47NO8
Molecular Weight 525.6747
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 11 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Picromycin was studied by Brokmann and Hekel in 1951 and was the first antibiotic macrolide to be isolated. Picromycin is not a clinically useful antibiotic, it can be used as a raw material to synthesize antibiotic ketolide compounds such as ertythromycins and new epothilones. Picromycin is an antibiotic active mainly against gram-positive bacteria.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
50 mg/kg daily for 7 days
Route of Administration: Other
In Vitro Use Guide
Picromycin weakly inhibited Streptococcus pneumoniae with MIC 0.1 ug/ml
Substance Class Chemical
Record UNII
FBM8G3Z439
Record Status Validated (UNII)
Record Version