Structure Database (LMSD)

Common Name
Ophiobolin A
Systematic Name
Synonyms
LM ID
LMPR0105050001
Formula
C25H36O4
Exact Mass
Calculate m/z
400.26136
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C25 isoprenoids (sesterterpenes) [PR0105]
Cheilanthane and ophiobolane sesterterpenoids [PR010505]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bipolaris gigantea (#2695822)
Dothideomycetes (#147541)
Ophiobolin A,
Acta Cryst E, 2006

String Representations

InChiKey (Click to copy)
MWYYLZRWWNBROW-BDZRSQQBSA-N
InChi (Click to copy)
InChI=1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3/b17-6-/t16-,18-,19-,21+,22+,23+,24+,25-/m0/s1
SMILES (Click to copy)
[C@]12(CC[C@]3(C)C[C@]4([H])[C@@](O)(C)CC(=O)[C@]4([H])C(C=O)=CC[C@@]13[H])[C@@H](C)C[C@H](/C=C(\C)/C)O2

Other Databases

KEGG ID
C09145
CHEBI ID
7777
PubChem CID
5281387
Cayman ID
15381

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 416.22
Topological Polar Surface Area 65.67
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.27
Molar Refractivity 113.79

Admin

Created at
-
Updated at
30th Jul 2024