Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0105050003
Common NameDrophiobiolin B
Systematic Name-
Synonyms-
Exact Mass
398.2457 (neutral)    Calculate m/z:
FormulaC25H34O4
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC25 isoprenoids (sesterterpenes) [PR0105]
Class Level 4Cheilanthane and ophiobolane sesterterpenoids [PR010505]
PubChem CID-
InChIKeyVSGIUTNUGKJBMM-QUMYQEGPSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C25H34O4/c1-14(2)8-17-10-16(4)25(29-17)7-6-24(5)12-18-15(3)9-21(28)23(18)19(13-26)20(27)11-22(24)25/h8-9,16-18,22,26H,6-7,10-13H2,1-5H3/b23-19+/t16-,17-,18+,22+,24+,25-/m0/s1
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SMILES
[C@@]12(O[C@H](C[C@@H]1C)/C=C(\C)/C)CC[C@]1(C)C[C@]3([H])C(C)=CC(=O)C3=C(CO)C(=O)C[C@@]21[H]
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StatusActive
ReferencesDrophiobiolins A and B, Bioactive Ophiobolan Sestertepenoids Produced by Dreschslera gigantea.
J Nat Prod, 2020
DOI: 10.1021/acs.jnatprod.0c00836
PMID: 33074690
Calculated physicochemical properties (?):
 Heavy Atoms29Rings4Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
413.58Topological Polar
Surface Area
65.67Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP5.19Molar
Refractivity
113.77