Structure Database (LMSD)

HO H H OH OH H O OH H H H
Systematic Name
3α,7α,12α-Trihydroxy-24-methyl-5β-Cholestan-26-oic acid
Synonyms
LM ID
LMST04040002
Formula
C28H48O5
Exact Mass
Calculate m/z
464.350175
Sum Composition
ST 28:1;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C28 bile acids, alcohols, and derivatives [ST0404]

String Representations

InChiKey (Click to copy)
KNFSIJCTWSWAOV-BIZJTFIWSA-N
InChi (Click to copy)
InChI=1S/C28H48O5/c1-15(17(3)26(32)33)6-7-16(2)20-8-9-21-25-22(14-24(31)28(20,21)5)27(4)11-10-19(29)12-18(27)13-23(25)30/h15-25,29-31H,6-14H2,1-5H3,(H,32,33)/t15?,16-,17?,18+,19-,20-,21+,22+,23-,24+,25+,27+,28-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(C)C(C)C(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lithobates catesbeianus (#8400)
Amphibia (#8292)
Bile acids and bile alcohols of bullfrog.,
J Lipid Res, 1980
Pubmed ID: 6966672

Other Databases

CHEBI ID
187057
LIPIDBANK ID
BBA0359
PubChem CID
5284296

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 484.83
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.58
Molar Refractivity 129.90

Admin

Created at
-
Updated at
31st May 2022