Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0105050002
Common NameDrophiobiolin A
Systematic Name-
Synonyms-
Exact Mass
374.2821 (neutral)    Calculate m/z:
FormulaC24H38O3
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC25 isoprenoids (sesterterpenes) [PR0105]
Class Level 4Cheilanthane and ophiobolane sesterterpenoids [PR010505]
PubChem CID-
InChIKeyZZSQHMZBHOUTPQ-AZJRAAIXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C24H38O3/c1-16-14-20(25)18-9-6-10-21-23(5,15-19(16)18)12-13-24(21,27)17(2)8-7-11-22(3,4)26/h6,9,14,17-19,21,26-27H,7-8,10-13,15H2,1-5H3/b9-6-/t17-,18-,19+,21+,23+,24-/m0/s1
Click to highlight InChI
SMILES
[C@]1(CC[C@]2(C)C[C@]3([H])C(C)=CC(=O)[C@@]3([H])C=CC[C@@]12[H])([C@@H](C)CCCC(O)(C)C)O
Click to highlight SMILES
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 Atoms27Rings3Aromatic Rings0Rotatable Bonds5
 van der Waals
Molecular Volume
405.13Topological Polar
Surface Area
57.53Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
3
 logP5.40Molar
Refractivity
110.24