Structure Database (LMSD)

Common Name
Sibogol D
Systematic Name
3-hydroxy-9,10-seco-1,3,5(10)24-cholestatetraen-9-one
Synonyms
LM ID
LMST03020694
Formula
C27H40O2
Exact Mass
Calculate m/z
396.30283
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Muricella (#991083)
Anthozoa (#6101)
Structural diversity of bioactive steroid compounds isolated from soft corals in the period 2015-2020.,
J Steroid Biochem Mol Biol, 2022
Pubmed ID: 35031429

String Representations

InChiKey (Click to copy)
NSRQXXXICUOUKP-DLBXBJKMSA-N
InChi (Click to copy)
InChI=1S/C27H40O2/c1-18(2)7-6-8-20(4)24-13-14-25-23(26(29)15-16-27(24,25)5)12-10-21-17-22(28)11-9-19(21)3/h7,9,11,17,20,23-25,28H,6,8,10,12-16H2,1-5H3/t20-,23+,24-,25+,27-/m1/s1
SMILES (Click to copy)
C1=C(C)C(CC[C@@]2([H])[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC2=O)[C@]([H])(C)CC/C=C(\C)/C)=CC(O)=C1

Other Databases

PubChem CID
163152134

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 432.06
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.03
Molar Refractivity 121.05

Admin

Created at
16th Feb 2022
Updated at
16th Feb 2022