Structure database (LMSD)

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LM IDLMST01110018
Common Name-
Systematic Name(25R)-5α,8α-epidioxy-24R,26-cyclo-cholest-6,22E-dien-3β-ol
Synonyms-
Exact Mass
412.2977 (neutral)    Calculate m/z:
FormulaC27H40O3
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassCalysterols and cyclopropyl sidechain derivatives [ST0111]
PubChem CID52931491
InChIKeyACIGRLRKXLVDFE-PKTBXMBNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C27H40O3/c1-17(5-6-19-15-18(19)2)21-7-8-22-24(21,3)11-10-23-25(4)12-9-20(28)16-26(25)13-14-27(22,23)30-29-26/h5-6,13-14,17-23,28H,7-12,15-16H2,1-4H3/b6-5+/t17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m1/s1
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SMILES
C1C[C@]2([H])[C@@]3(C)CC[C@H](O)C[C@]43OO[C@@]2(C=C4)[C@]2([H])CC[C@]([H])([C@@](C)([H])/C=C/[C@]3([H])C[C@H]3C)[C@@]12C
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StatusActive
ReferencesMarine 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
Calculated physicochemical properties (?):
 Heavy Atoms30Rings7Aromatic Rings0Rotatable Bonds3
 van der Waals
Molecular Volume
418.79Topological Polar
Surface Area
42.83Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
3
 logP6.70Molar
Refractivity
118.89