LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Systematic Name

3β,25-dihydroxycholesta-5,23Z-dien-7-one

Synonyms

LM ID

LMST01010626

Formula

C₂₇H₄₂O₃

Exact Mass

Calculate m/z

414.313396

Sum Composition

ST 27:3;O3

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Bugula neritina (#10212)

Gymnolaemata (#10206)

New cytotoxic oxygenated sterols from marine bryozoan Bugula neritina.,
Nat Prod Res, 2011

Pubmed ID: 20602282

String Representations

InChiKey (Click to copy)

VSWSSOSCEINXCA-BVHNUHMCSA-N

InChi (Click to copy)

InChI=1S/C27H42O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h6,12,16-17,19-22,24,28,30H,7-11,13-15H2,1-5H3/b12-6-/t17-,19+,20-,21+,22+,24+,26+,27-/m1/s1

SMILES (Click to copy)

[C@]12(C(=O)C=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])C/C=C\C(O)(C)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID

163114588

Calculated Physicochemical Properties

Heavy Atoms 30

Rings 4

Aromatic Rings

Rotatable Bonds 4

Van der Waals Molecular Volume 444.67

Topological Polar Surface Area 57.53

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 3

logP 6.03

Molar Refractivity 121.83

Admin

Created at

21st Feb 2025

Updated at