LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Systematic Name

(22E,24R)-6α-methoxy-7α,15β-dihydroxyergosta-4,8(14),22-triene-3-one

Synonyms

LM ID

LMST01031183

Formula

C₂₉H₄₄O₄

Exact Mass

Calculate m/z

456.32396

Sum Composition

ST 29:4;O4

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Talaromyces stipitatus (#28564)

Eurotiomycetes (#147545)

Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines.,
Phytochemistry, 2021

Pubmed ID: 34087503

String Representations

InChiKey (Click to copy)

GGRLGVSMJUADMI-RDLMCVQJSA-N

InChi (Click to copy)

InChI=1S/C29H44O4/c1-16(2)17(3)8-9-18(4)21-15-23(31)25-24-20(11-13-29(21,25)6)28(5)12-10-19(30)14-22(28)27(33-7)26(24)32/h8-9,14,16-18,20-21,23,26-27,31-32H,10-13,15H2,1-7H3/b9-8+/t17-,18+,20-,21+,23+,26-,27+,28+,29+/m0/s1

SMILES (Click to copy)

C1CC(=O)C=C2[C@@H](OC)[C@@H](O)C3=C4[C@H](O)C[C@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID

171118700

Calculated Physicochemical Properties

Heavy Atoms 33

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 485.42

Topological Polar Surface Area 66.76

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 4

logP 6.11

Molar Refractivity 133.05

Admin

Created at

17th Jun 2021

Updated at