Structure Database (LMSD)

Common Name
3beta,5alpha,6beta,trihydroxycholestan-24-oyl CoA
Systematic Name
3β,5α,6β,trihydroxycholestan-24-oyl CoA
Synonyms
LM ID
LMST04010459
Formula
C45H74N7O20P3S
Exact Mass
Calculate m/z
1157.392229
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

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

String Representations

InChiKey (Click to copy)
WRWBXZATSFAUGF-UJKOPXFNSA-N
InChi (Click to copy)
InChI=1S/C45H74N7O20P3S/c1-24(27-7-8-28-26-18-31(54)45(60)19-25(53)10-14-44(45,5)29(26)11-13-43(27,28)4)6-9-33(56)76-17-16-47-32(55)12-15-48-40(59)37(58)42(2,3)21-69-75(66,67)72-74(64,65)68-20-30-36(71-73(61,62)63)35(57)41(70-30)52-23-51-34-38(46)49-22-50-39(34)52/h22-31,35-37,41,53-54,57-58,60H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t24-,25+,26+,27-,28+,29+,30-,31-,35-,36-,37+,41-,43-,44-,45+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(SCCNC(=O)CCNC([C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@H]3[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](O3)N3C=NC4C(N)=NC=NC3=4)=O)=O)CC[C@@]21[H])[H]

Other Databases

PubChem CID
171119009

Calculated Physicochemical Properties

Heavy Atoms 76
Rings 7
Aromatic Rings 2
Rotatable Bonds 24
Van der Waals Molecular Volume 991.06
Topological Polar Surface Area 426.39
Hydrogen Bond Donors 12
Hydrogen Bond Acceptors 27
logP 6.30
Molar Refractivity 275.05

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Created at
26th Jan 2021
Updated at
26th Jan 2021