Structure Database (LMSD)

H H H H H O OH OH O
Systematic Name
(25R)-12α-hydroxy-24R,26R-dimethyl-26,27-cyclo-cholest-4-en-3,6-dione
Synonyms
LM ID
LMST01100012
Formula
C29H44O4
Exact Mass
Calculate m/z
456.32396
Sum Composition
ST 29:4;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

String Representations

InChiKey (Click to copy)
CCQDDFQSXHNPBD-DZNVSCBGSA-N
InChi (Click to copy)
InChI=1S/C29H44O4/c1-15(19-10-17(19)3)6-7-16(2)27-25(32)13-22-20-12-24(31)23-11-18(30)8-9-28(23,4)21(20)14-26(33)29(22,27)5/h11,15-17,19-22,25-27,32-33H,6-10,12-14H2,1-5H3/t15-,16-,17-,19+,20-,21+,22+,25-,26+,27+,28-,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@@H](C)[C@@H]5C[C@H]5C)[C@H](O)C[C@@]4([H])[C@]3([H])CC(=O)C2=CC(=O)C1

References

Reference
Marine natural products
John W. Blunt, Brent R. Copp, Murray H. G. Munro,
Peter T. Northcote and Michele R. Prinsep
Nat. Prod. Rep., 2011, 28, 196-268

Other Databases

CHEBI ID
168280
PubChem CID
52931486

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 475.70
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.54
Molar Refractivity 129.23

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Created at
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Updated at
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