Structure Database (LMSD)

H HO OH OH O N H H O OH H H H H
Common Name
Leucocholic Acid
Systematic Name
N-(3α,7α,12α-trihydroxy-5β-cholan-24-oyl)-L-leucine
Synonyms
LM ID
LMST05050058
Formula
C30H51NO6
Exact Mass
Calculate m/z
521.371639
Sum Composition
ST 24:1:O4;Leu
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]
Steroid conjugates [ST05]
Amino acid conjugates [ST0506]

String Representations

InChiKey (Click to copy)
LZFOJLAZIRIBIG-PJGKWPCRSA-N
InChi (Click to copy)
InChI=1S/C30H51NO6/c1-16(2)12-23(28(36)37)31-26(35)9-6-17(3)20-7-8-21-27-22(15-25(34)30(20,21)5)29(4)11-10-19(32)13-18(29)14-24(27)33/h16-25,27,32-34H,6-15H2,1-5H3,(H,31,35)(H,36,37)/t17-,18+,19-,20-,21+,22+,23+,24-,25+,27+,29+,30-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)C[C@]3([H])C[C@H](O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(N[C@@H](CC(C)C)C(O)=O)=O)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Global chemical effects of the microbiome include new bile-acid conjugations.,
Nature, 2020
Pubmed ID: 32103176

Other Databases

PubChem CID
171120430

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 536.58
Topological Polar Surface Area 127.09
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 5.13
Molar Refractivity 143.47

Admin

Created at
13th Jul 2021
Updated at
19th Feb 2024