Structure database (LMSD)

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LM IDLMPR0105050005
Common NameOphiobolin P
Systematic Name-
Synonyms-
Exact Mass
400.2614 (neutral)    Calculate m/z:
FormulaC25H36O4
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC25 isoprenoids (sesterterpenes) [PR0105]
Class Level 4Cheilanthane and ophiobolane sesterterpenoids [PR010505]
PubChem CID73388106
InChIKeyKNMOPFLBPXTWRO-UERVZAPGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C25H36O4/c1-15(2)7-6-8-16(3)17-11-12-23(4)13-20-21-18(9-10-19(17)23)22(26)29-25(21,28)14-24(20,5)27/h6-9,16-17,19-21,27-28H,10-14H2,1-5H3/b8-6-,18-9+/t16-,17+,19-,20-,21-,23+,24+,25+/m0/s1
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SMILES
[C@]12([H])[C@]3(O)OC(=O)C1=CC[C@@]1([H])[C@@]([H])([C@@H](C)/C=C\C=C(/C)\C)CC[C@]1(C)C[C@]2([H])[C@@](O)(C)C3
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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 Atoms29Rings4Aromatic Rings0Rotatable Bonds3
 van der Waals
Molecular Volume
416.22Topological Polar
Surface Area
68.83Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
4
 logP5.10Molar
Refractivity
113.66