Structure Database (LMSD)

Common Name
Trewioidesine A
Systematic Name
11R,12R-epoxy-8-oxo-9E-octadecenoic acid
Synonyms
LM ID
LMFA02000389
Formula
C18H30O4
Exact Mass
Calculate m/z
310.21441
Sum Composition
FA 18:3;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Epoxy fatty acids [FA0107]
Oxo fatty acids [FA0106]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Alchornea trewioides (#212276)
Magnoliopsida (#3398)
Trewioidesine A, an unsaturated fatty acid from rhizomes of Alchornea trewioides, shows synergy with NGF in inducing differentiation of pheochromocytoma PC12 cells.,
Nat Prod Res, 2021
Pubmed ID: 34525866

String Representations

InChiKey (Click to copy)
XXXKROALTSNGOI-UEWLMQCVSA-N
InChi (Click to copy)
InChI=1S/C18H30O4/c1-2-3-4-8-11-16-17(22-16)14-13-15(19)10-7-5-6-9-12-18(20)21/h13-14,16-17H,2-12H2,1H3,(H,20,21)/b14-13+/t16-,17-/m1/s1
SMILES (Click to copy)
C(CCCCCCC(=O)/C=C/[C@H]1O[C@@H]1CCCCCC)(=O)O

Other Databases

PubChem CID
171121268

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 334.84
Topological Polar Surface Area 66.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.85
Molar Refractivity 87.93

Admin

Created at
20th Sep 2021
Updated at
20th Sep 2021