Structure Database (LMSD)

Common Name
Graphilane
Systematic Name
(1S,3R,4R,4aR,6R)-4,4a-dimethyl-5,6-epoxy-6-(prop-1-en-2-yl)-8-oxo-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol-1α,3α,4βH-eremophila-9,11-diene-1,3-diol
Synonyms
LM ID
LMPR0103250003
Formula
C15H20O4
Exact Mass
Calculate m/z
264.13616
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Eremophilane sesquiterpenoids [PR010325]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Graphis (#71599)
Lecanoromycetes (#147547)
A new eremophilane-sesquiterpene from the cultured lichen mycobiont of Graphis sp.,
Nat Prod Res, 2020
Pubmed ID: 32573276

String Representations

InChiKey (Click to copy)
MARWPPVVBPFYHO-RLKFAZAPSA-N
InChi (Click to copy)
InChI=1S/C15H20O4/c1-7(2)15-12(18)5-9-11(17)6-10(16)8(3)14(9,4)13(15)19-15/h5,8,10-11,13,16-17H,1,6H2,2-4H3/t8-,10+,11-,13+,14+,15-/m0/s1
SMILES (Click to copy)
[C@@]12(C)[C@@H](C)[C@@H](C[C@H](O)C1=CC(=O)[C@@]1(O[C@H]21)C(C)=C)O

Other Databases

PubChem CID
170988688

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 3
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 258.22
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 2.12
Molar Refractivity 71.46

Admin

Created at
25th Jun 2020
Updated at
15th Sep 2020