Structure Database (LMSD)

O H H H HN O OH H OH OH OH S O HO O S OH O O N H O O O
Common Name
BA-delta5-3beta,7beta-diol 3betaS,7betaGlcNAc,24T
Systematic Name
3β-Sulfooxy-7β-N-acetylglucosaminylchol-5-en-24-oyltaurine
Synonyms
LM ID
LMST04010469
Formula
C33H54N2O15S2
Exact Mass
Calculate m/z
782.296567
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]
Sulfates [ST0502]
Other Steroid conjugates [ST0505]
Taurine conjugates [ST0504]

String Representations

InChiKey (Click to copy)
PRSOHJXJHIWCBU-IBFZVVAFSA-N
InChi (Click to copy)
InChI=1S/C33H54N2O15S2/c1-17(4-7-25(37)34-12-13-51(42,43)44)20-5-6-21-26-22(9-11-33(20,21)3)32(2)10-8-19(50-52(45,46)47)14-18(32)15-23(26)48-30-27(35-31(40)41)29(39)28(38)24(16-36)49-30/h15,17,19-24,26-30,35-36,38-39H,4-14,16H2,1-3H3,(H,34,37)(H,40,41)(H,42,43,44)(H,45,46,47)/t17-,19+,20-,21+,22+,23+,24-,26+,27-,28-,29-,30-,32+,33-/m1/s1
SMILES (Click to copy)
C1C[C@H](OS(=O)(O)=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)NCCS(=O)(=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
171116469

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 5
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 700.61
Topological Polar Surface Area 277.62
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 17
logP 6.61
Molar Refractivity 187.27

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