Structure Database (LMSD)

H H O HO OH H
Common Name
Carcinomedin
Systematic Name
(5Z,7E)-(3R)-1-oxo-9,10-seco-5,7,10(19)-campestatrien-3-ol
Synonyms
  • 1-keto-24-methyl-25-hydroxycholecalciferol
LM ID
LMST03060003
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D7 and derivatives [ST0306]

String Representations

InChiKey (Click to copy)
VJDIEVNLNBFADS-RMGPMDOMSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h11-12,18-19,23-25,29,31H,3,7-10,13-17H2,1-2,4-6H3/b21-11+,22-12-/t18-,19-,23-,24-,25+,28-/m1/s1
SMILES (Click to copy)
C1(=C/C=C2\C(=C)C(=O)C[C@H](O)C\2)/CCC[C@]2(C)[C@@]([H])([C@]([H])(C)CC[C@@H](C)C(O)(C)C)CC[C@@]/12[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Isolation from the serum of cancer patients and molecular structure determination of a ketone derivative of D3 vitamin.,
Int J Vitam Nutr Res, 1987
Pubmed ID: 3583591

Other Databases

CHEBI ID
183532
PubChem CID
24779656

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 471.69
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.73
Molar Refractivity 128.61

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Created at
-
Updated at
5th Feb 2021