Structure Database (LMSD)

Common Name
Isoursodeoxycholic acid
Systematic Name
3β,7β-Dihydroxy-5β-cholan-24-oic Acid
Synonyms
  • isoUDCA
  • IUDCA
  • 3beta-Ursodeoxycholic Acid
  • beta-UDCA
LM ID
LMST04010035
Formula
C24H40O4
Exact Mass
Calculate m/z
392.29266
Sum Composition
ST 24:1;O4
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)
Formation of iso-ursodeoxycholic acid during administration of ursodeoxycholic acid in man.,
J Hepatol, 1991
Pubmed ID: 1918882

String Representations

InChiKey (Click to copy)
RUDATBOHQWOJDD-DNMBCGTGSA-N
InChi (Click to copy)
InChI=1S/C24H40O4/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/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,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)C[C@]2([H])C[C@@H](O)C1

Other Databases

KEGG ID
C17662
HMDB ID
HMDB0000686
CHEBI ID
43419
LIPIDBANK ID
BBA0035
PubChem CID
127601
SwissLipids ID
SLM:000485388
Cayman ID
34620
PDB ID
IU5

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 406.84
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.05
Molar Refractivity 109.67

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Created at
-
Updated at
1st Mar 2024