Structure Database (LMSD)

Systematic Name
3β,7α-Dihydroxychol-4-en-24-oic Acid
Synonyms
LM ID
LMST04010216
Formula
C24H38O4
Exact Mass
Calculate m/z
390.27701
Sum Composition
ST 24:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gallus gallus (#9031)
Aves (#8782)
Isolation of 3beta,7alpha-dihydroxychol-5-enoic acid, an intermediate of chenodeoxycholic acid biogenesis, and 3alpha,7alpha-dihydroxychol-4-enoic acid from bladder bile of hens.,
J Biochem, 1978
Pubmed ID: 641034

String Representations

InChiKey (Click to copy)
HCXLGXVBNGIUAC-YCBRVCGJSA-N
InChi (Click to copy)
InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h12,14,16-20,22,25-26H,4-11,13H2,1-3H3,(H,27,28)/t14-,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)CC2=C[C@@H](O)C1

Other Databases

CHEBI ID
196599
LIPIDBANK ID
BBA0216
PubChem CID
5283977

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 404.20
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.97
Molar Refractivity 109.65

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Created at
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Updated at
16th Feb 2024