Structure Database (LMSD)

Systematic Name
3α,6α,7α,12α-Tetrahydroxy-5β-cholan-24-oic Acid
Synonyms
LM ID
LMST04010118
Formula
C24H40O6
Exact Mass
Calculate m/z
424.28249
Sum Composition
ST 24:1;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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
Homo sapiens (#9606)
Mammalia (#40674)
Hydroxylation of cholic, chenodeoxycholic, and deoxycholic acids in patients with intrahepatic cholestasis.,
J Lipid Res, 1980
Pubmed ID: 7462803

String Representations

InChiKey (Click to copy)
COCMFMBNEAMQMA-NQTCFNIESA-N
InChi (Click to copy)
InChI=1S/C24H40O6/c1-12(4-7-19(27)28)14-5-6-15-20-16(11-18(26)24(14,15)3)23(2)9-8-13(25)10-17(23)21(29)22(20)30/h12-18,20-22,25-26,29-30H,4-11H2,1-3H3,(H,27,28)/t12-,13-,14-,15+,16+,17+,18+,20+,21-,22+,23-,24-/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(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)[C@H](O)[C@]2([H])C[C@H](O)C1

Other Databases

CHEBI ID
166712
LIPIDBANK ID
BBA0118
PubChem CID
5283897

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 424.42
Topological Polar Surface Area 118.22
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 3.57
Molar Refractivity 113.48

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Created at
-
Updated at
4th Feb 2021