Structure Database (LMSD)

OH OH H H H H O O S O O HO N H OH O OH O O H
Common Name
SNAG-delta5-CA
Systematic Name
3β-sulfooxy-7β-N-acetylglucosaminyl-5-cholen-24-oic acid
Synonyms
LM ID
LMST05050051
Formula
C32H51NO12S
Exact Mass
Calculate m/z
673.313201
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sulfates [ST0502]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

String Representations

InChiKey (Click to copy)
YXAGJPCGPKMTNG-LGBRWLQSSA-N
InChi (Click to copy)
InChI=1S/C32H51NO12S/c1-16(5-8-25(36)37)20-6-7-21-26-22(10-12-32(20,21)4)31(3)11-9-19(45-46(40,41)42)13-18(31)14-23(26)43-30-27(33-17(2)35)29(39)28(38)24(15-34)44-30/h14,16,19-24,26-30,34,38-39H,5-13,15H2,1-4H3,(H,33,35)(H,36,37)(H,40,41,42)/t16-,19+,20-,21+,22+,23+,24-,26+,27-,28-,29-,30-,31+,32-/m1/s1
SMILES (Click to copy)
[C@@]12([H])[C@@H](O[C@H]3[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C=C3C[C@@H](OS(O)(=O)=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@]([H])(C)CCC(=O)O)CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Identification of unusual 7-oxygenated bile acid sulfates in a patient with Niemann-Pick disease, type C.,
J Lipid Res, 2001
Pubmed ID: 11590212

Other Databases

PubChem CID
23250100

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 627.43
Topological Polar Surface Area 211.22
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 5.73
Molar Refractivity 167.25

Admin

Created at
18th Feb 2021
Updated at
24th Feb 2021