Structure Database (LMSD)

Common Name
Cycloartenyl ferulate
Systematic Name
9β,19-cyclolanost-24-en-3β-yl ferulate
Synonyms
  • gamma-Oryzanol
  • 3-O-Ferulylcycloartenol
LM ID
LMST05050066
Status
Active
Exact Mass
Calculate m/z
602.43351
Formula
C40H58O4
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

String Representations

InChiKey (Click to copy)
FODTZLFLDFKIQH-FSVGXZBPSA-N
InChi (Click to copy)
InChI=1S/C40H58O4/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3/b17-13+/t27-,29-,32+,33+,34+,37-,38+,39-,40+/m1/s1
SMILES (Click to copy)
C1=C(OC)C(O)=CC=C1/C=C/C(O[C@@H]1C(C)(C)[C@@]2([H])[C@]3(C[C@@]43CC[C@]3(C)[C@]([C@H](C)CC/C=C(\C)/C)([H])CC[C@@]3(C)[C@]4([H])CC2)CC1)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Oryza sativa (#4530)
Magnoliopsida (#3398)
Purification and identification of components of gamma-oryzanol in rice bran Oil.,
J Agric Food Chem, 1999
Pubmed ID: 10552553

Other Databases

KEGG ID
D01221
CHEBI ID
32345
PubChem CID
5282164

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 634.82
Topological Polar Surface Area 55.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.43
Molar Refractivity 178.80

Admin

Created at
15th Mar 2022
Updated at
15th Mar 2022