Structure database (LMSD)

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LM IDLMPR0105050007
Common NameOphiobolin S
Systematic Name-
Synonyms-
Exact Mass
432.2876 (neutral)    Calculate m/z:
FormulaC26H40O5
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC25 isoprenoids (sesterterpenes) [PR0105]
Class Level 4Cheilanthane and ophiobolane sesterterpenoids [PR010505]
PubChem CID73386896
InChIKeyGIBPHPHOBXYRHB-XUVDCTPNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C26H40O5/c1-16(7-10-22(31-6)24(2,3)29)18-11-12-25(4)13-20-23(21(28)14-26(20,5)30)17(15-27)8-9-19(18)25/h7-8,10,15-16,18-20,22-23,29-30H,9,11-14H2,1-6H3/b10-7-,17-8-/t16-,18+,19-,20-,22?,23-,25+,26+/m0/s1
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SMILES
[C@@]12([H])C(=O)C[C@](O)(C)[C@@]1([H])C[C@@]1(C)CC[C@]([H])([C@@H](C)/C=C\C(OC)C(C)(O)C)[C@]1([H])CC=C2C=O
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StatusActive
ReferencesOphiobolins P-T, five new cytotoxic and antibacterial sesterterpenes from the endolichenic fungus Ulocladium sp.
Fitoterapia, 2013
DOI: 10.1016/j.fitote.2013.08.002
PMID: 23954177
Calculated physicochemical properties (?):
 Heavy Atoms31Rings3Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
454.67Topological Polar
Surface Area
83.83Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP4.73Molar
Refractivity
121.86