Structure Database (LMSD)

Common Name
Diaulusterol B
Systematic Name
2α,3α,25-trihydroxy-cholest-4,7-dien-6-one
Synonyms
LM ID
LMST01010547
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 27:3;O4
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)
NKTPHQGGTBBIOB-LDEZCDJPSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-16(7-6-11-25(2,3)31)18-8-9-19-17-13-22(28)21-14-23(29)24(30)15-27(21,5)20(17)10-12-26(18,19)4/h13-14,16,18-20,23-24,29-31H,6-12,15H2,1-5H3/t16-,18-,19+,20+,23+,24-,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)C(C(=O)C=C3[C@]2([H])CC[C@@]2(C)[C@@]3([H])CC[C@]2([H])[C@@H](CCCC(O)(C)C)C)=C[C@H](O)[C@@H]1O

Other Databases

PubChem CID
44445498

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 453.46
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.43
Molar Refractivity 123.80

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