LIPID MAPS

Structure Database (LMSD)

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Common Name

Penicisteroid B

Systematic Name

16β-acetoxy-ergosta-5,22E-dien-3β,7β-diol

Synonyms

16beta-acetoxy-3beta,7beta-dihydroxyergost-5,22E-diene

LM ID

LMST01031171

Formula

C₃₀H₄₈O₄

Exact Mass

Calculate m/z

472.35526

Sum Composition

ST 30:3;O4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

ASJDHPNJTXZGII-ZVMPSDJMSA-N

InChi (Click to copy)

InChI=1S/C30H48O4/c1-17(2)18(3)8-9-19(4)27-26(34-20(5)31)15-24-23-11-10-21-14-22(32)12-13-29(21,6)28(23)25(33)16-30(24,27)7/h8-10,17-19,22-28,32-33H,11-16H2,1-7H3/b9-8+/t18-,19+,22-,23-,24-,25-,26-,27-,28+,29-,30-/m0/s1

SMILES (Click to copy)

C1[C@]2(C)[C@@]3([H])[C@@H](O)C[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)[C@@H](OC(C)=O)C[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Penicillium chrysogenum (#5076)

Eurotiomycetes (#147545)

Penicisteroids A and B, antifungal and cytotoxic polyoxygenated steroids from the marine alga-derived endophytic fungus Penicillium chrysogenum QEN-24S.,
Bioorg Med Chem Lett, 2011

Pubmed ID: 21489788