LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

Calibagenin

Systematic Name

cholest-5-en-3β,16β,22S-triol

Synonyms

LM ID

LMST01010481

Formula

C₂₇H₄₆O₃

Exact Mass

Calculate m/z

418.344695

Sum Composition

ST 27:1;O3

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Beaucarnea hookeri (#39522)

Magnoliopsida (#3398)

Synthesis and structural confirmation of calibagenin and saxosterol,
Tetrahedron, 2021

DOI: 10.1016/j.tet.2021.132194

String Representations

InChiKey (Click to copy)

QDUVMEJWYMFEJG-JADNCZAWSA-N

InChi (Click to copy)

InChI=1S/C27H46O3/c1-16(2)6-9-23(29)17(3)22-15-24(30)25-20-8-7-18-14-19(28)10-12-26(18,4)21(20)11-13-27(22,25)5/h7,16-17,19-25,28-30H,6,8-15H2,1-5H3/t17-,19-,20+,21-,22+,23-,24+,25+,26-,27+/m0/s1

SMILES (Click to copy)

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

Other Databases

PubChem CID

171119425

Calculated Physicochemical Properties

Heavy Atoms 30

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 449.95

Topological Polar Surface Area 60.69

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 3

logP 6.19

Molar Refractivity 123.37

Admin

Created at

22nd Jul 2021

Updated at