Structure Database (LMSD)

Common Name
Diaulusterol A
Systematic Name
25-(3hydroxybutanoyl)-2α,3α-dihydroxy-cholest-4,7-dien-6-one
Synonyms
LM ID
LMST01010548
Formula
C31H48O6
Exact Mass
Calculate m/z
516.34509
Sum Composition
ST 31:4;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Diaulula sandiegensis (#190916)
Gastropoda (#6448)
Diaulusterols A and B from the skin extracts of the dorid nudibranch Diaululasandiegensis,
Can J Chem, 1986

String Representations

InChiKey (Click to copy)
HVGPOQMKFKPULV-ZAMQEXIGSA-N
InChi (Click to copy)
InChI=1S/C31H48O6/c1-18(8-7-12-29(3,4)37-28(36)14-19(2)32)21-9-10-22-20-15-25(33)24-16-26(34)27(35)17-31(24,6)23(20)11-13-30(21,22)5/h15-16,18-19,21-23,26-27,32,34-35H,7-14,17H2,1-6H3/t18-,19?,21-,22+,23+,26+,27-,30-,31-/m1/s1
SMILES (Click to copy)
O(C(CCC[C@H]([C@@]1([C@]2(CC[C@@]3([C@]4(C[C@H]([C@H](C=C4C(C=C3[C@@]2(CC1)[H])=O)O)O)C)[H])C)[H])C)(C)C)C(=O)CC(O)C

Other Databases

PubChem CID
100965129

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 537.60
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.04
Molar Refractivity 144.49

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Created at
12th May 2023
Updated at
12th May 2023