Structure Database (LMSD)

Common Name
7alpha-hydroxy-3-oxo-4-cholestenoic acid
Systematic Name
7α-Hydroxy-3,24-bisoxocholest-4-en-(25R)26-oyl-CoA
Synonyms
LM ID
LMST04030255
Formula
C27H40O5
Exact Mass
Calculate m/z
444.287575
Sum Composition
ST 27:4;O5
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Additional pathways of sterol metabolism: Evidence from analysis of Cyp27a1-/- mouse brain and plasma.,
Biochim Biophys Acta Mol Cell Biol Lipids, 2019
Pubmed ID: 30471425

String Representations

InChiKey (Click to copy)
ZJWCOQKCDLLIIY-PHSSNBPSSA-N
InChi (Click to copy)
InChI=1S/C27H40O5/c1-15(5-8-22(29)16(2)25(31)32)19-6-7-20-24-21(10-12-27(19,20)4)26(3)11-9-18(28)13-17(26)14-23(24)30/h13,15-16,19-21,23-24,30H,5-12,14H2,1-4H3,(H,31,32)/t15-,16-,19-,20+,21+,23-,24+,26+,27-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)CC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=O)[C@@H](C)C(=O)O)CC[C@@]21[H])[H]

Other Databases

PubChem CID
171119131

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 459.61
Topological Polar Surface Area 91.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.10
Molar Refractivity 122.31

Admin

Created at
2nd Feb 2021
Updated at
2nd Feb 2021