Structure Database (LMSD)

Common Name
sporogen-AO-1
Systematic Name
(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-3-ol-1α,3α,4βH-eremophila-9,11-diene-1,3-diol
Synonyms
LM ID
LMPR0103250004
Formula
C15H20O3
Exact Mass
Calculate m/z
248.141245
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)
PCBDXYONDOCJPR-OANMRLRGSA-N
InChi (Click to copy)
InChI=1S/C15H20O3/c1-8(2)15-12(17)7-10-5-6-11(16)9(3)14(10,4)13(15)18-15/h7,9,11,13,16H,1,5-6H2,2-4H3/t9-,11+,13+,14+,15-/m0/s1
SMILES (Click to copy)
[C@@]12(C)[C@@H](C)[C@@H](CCC1=CC(=O)[C@@]1(O[C@H]21)C(C)=C)O

Other Databases

PubChem CID
177175
Cayman ID
29576

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 3
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 249.43
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 2.87
Molar Refractivity 69.56

Admin

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