Structure Database (LMSD)

Systematic Name
7α,24S-dihydroxy-3-oxocholest-4-en-(25S)26-oic acid
Synonyms
LM ID
LMST04030260
Status
Active
Exact Mass
Calculate m/z
446.303225
Formula
C27H42O5
Abbrev
ST 27:3;O5
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
JZZVPWQJIWZQQG-PEEBXKHNSA-N
InChi (Click to copy)
InChI=1S/C27H42O5/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/h13,15-16,19-24,29-30H,5-12,14H2,1-4H3,(H,31,32)/t15-,16+,19-,20+,21+,22+,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])CC[C@H](O)[C@H](C)C(=O)O)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Identification of 7α,24-dihydroxy-3-oxocholest-4-en-26-oic and 7α,25-dihydroxy-3-oxocholest-4-en-26-oic acids in human cerebrospinal fluid and plasma.,
Biochimie, 2018
Pubmed ID: 29960034

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 462.25
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.18
Molar Refractivity 123.82

Admin

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