Structure Database (LMSD)

H H H O OH O H HO O
Common Name
Ophiobolin S
Systematic Name
Synonyms
LM ID
LMPR0105050007
Formula
C26H40O5
Exact Mass
Calculate m/z
432.287575
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
GIBPHPHOBXYRHB-XUVDCTPNSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
[Ulocladium] sp. (#1914427)
Dothideomycetes (#147541)
Ophiobolins P-T, five new cytotoxic and antibacterial sesterterpenes from the endolichenic fungus Ulocladium sp.
Pubmed ID: 23954177

Other Databases

PubChem CID
73386896

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 454.67
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 4.73
Molar Refractivity 121.86

Admin

Created at
23rd Oct 2020
Updated at
23rd Oct 2020