Structure Database (LMSD)

HO O H H H H HN O O OH O OH OH OH OH
Common Name
BA-delta5-3beta,7beta-diol 7betaGlcNAc
Systematic Name
3β-Hydroxy-7β-N-acetylglucosaminylchol-5-en-24-oic acid
Synonyms
LM ID
LMST04010467
Formula
C31H49NO10
Exact Mass
Calculate m/z
595.335649
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]
Other Steroid conjugates [ST0505]

String Representations

InChiKey (Click to copy)
HJNSVXAXFSBNIA-SDRRQOEGSA-N
InChi (Click to copy)
InChI=1S/C31H49NO10/c1-15(4-7-23(35)36)18-5-6-19-24-20(9-11-31(18,19)3)30(2)10-8-17(34)12-16(30)13-21(24)41-28-25(32-29(39)40)27(38)26(37)22(14-33)42-28/h13,15,17-22,24-28,32-34,37-38H,4-12,14H2,1-3H3,(H,35,36)(H,39,40)/t15-,17+,18-,19+,20+,21+,22-,24+,25-,26-,27-,28-,30+,31-/m1/s1
SMILES (Click to copy)
C1C[C@H](O)CC2=C[C@H](O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3NC(=O)O)O)O)CO)[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(=O)O)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Bile acid biosynthesis in Smith-Lemli-Opitz syndrome bypassing cholesterol: Potential importance of pathway intermediates.,
J Steroid Biochem Mol Biol, 2020
Pubmed ID: 33246156

Other Databases

PubChem CID
171116467

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 5
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 574.04
Topological Polar Surface Area 188.08
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 4.79
Molar Refractivity 154.27

Admin

Created at
21st Jun 2023
Updated at
21st Jun 2023