Structure Database (LMSD)

Common Name
calicoferol D
Systematic Name
(22E)-(8S)-3-hydroxy-22-methyl-9,10-seco-1,3,5(10),22-cholestatetraen-9-one
Synonyms
LM ID
LMST03020313
Formula
C28H42O2
Exact Mass
Calculate m/z
410.31848
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)
New secosteroids from an undescribed gorgonian of the genus Muricella.,
J Nat Prod, 1995
Pubmed ID: 7595595

String Representations

InChiKey (Click to copy)
VCPSCMZUIRKCJL-HOCQEXNISA-N
InChi (Click to copy)
InChI=1S/C28H42O2/c1-18(2)7-8-19(3)21(5)25-13-14-26-24(27(30)15-16-28(25,26)6)12-10-22-17-23(29)11-9-20(22)4/h8-9,11,17-18,21,24-26,29H,7,10,12-16H2,1-6H3/b19-8+/t21-,24?,25-,26+,28-/m1/s1
SMILES (Click to copy)
C1C(C)=C(CCC2[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC2=O)[C@]([H])(C)/C(/C)=C/CC(C)C)C=C(O)C=1

Other Databases

CHEBI ID
180195
LIPIDBANK ID
VVD0345
PubChem CID
5283765

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 449.36
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.27
Molar Refractivity 125.59

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Created at
-
Updated at
18th Jun 2021