Structure Database (LMSD)

O H H H OH HO H O
Common Name
Ophiobolin Q
Systematic Name
Synonyms
LM ID
LMPR0105050006
Formula
C25H36O4
Exact Mass
Calculate m/z
400.26136
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)
ZCYAUPOUCSSQGA-WBBAMFPJSA-N
InChi (Click to copy)
InChI=1S/C25H36O4/c1-15(6-9-22(28)24(3,4)29)18-10-11-25(5)13-19-16(2)12-21(27)23(19)17(14-26)7-8-20(18)25/h6-7,9,12,14-15,18-20,22-23,28-29H,8,10-11,13H2,1-5H3/b9-6-,17-7-/t15-,18+,19+,20-,22-,23-,25+/m0/s1
SMILES (Click to copy)
[C@@]12([H])C(=O)C=C(C)[C@@]1([H])C[C@@]1(C)CC[C@]([H])([C@@H](C)/C=C\[C@H](O)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
73386894

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 425.94
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.60
Molar Refractivity 115.08

Admin

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