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Structure Database (LMSD)

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Common Name

Lithocholic acid

Systematic Name

3α-Hydroxy-5β-cholan-24-oic Acid

Synonyms

3alpha-hydroxy Cholanic Acid
LCA
Lithocholate

LM ID

LMST04010003

Formula

C₂₄H₄₀O₃

Exact Mass

Calculate m/z

376.297745

Sum Composition

ST 24:1;O3

Status

Active

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Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Naturally Occurring Bile Acids and Alcohols and Their Origins,
The Bile Acids Chemistry, Physiology, and Metabolism, 1971

DOI: 10.1007/978-1-4757-0647-5_2

String Representations

InChiKey (Click to copy)

SMEROWZSTRWXGI-HVATVPOCSA-N

InChi (Click to copy)

InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,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])CC[C@]2([H])C[C@H](O)C1

Other Databases

KEGG ID

C03990

HMDB ID

HMDB0000761

CHEBI ID

16325

LIPIDBANK ID

BBA0003

PubChem CID

9903

SwissLipids ID

SLM:000485651

Cayman ID

20253

PDB ID

4OA

GuidePharm ID

611

Calculated Physicochemical Properties

Heavy Atoms 27

Rings 4

Aromatic Rings 0

Rotatable Bonds 4

Van der Waals Molecular Volume 398.05

Topological Polar Surface Area 57.53

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 3

logP 5.79

Molar Refractivity 107.77

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Created at

Updated at

1st Mar 2024