Structure Database (LMSD)

Common Name
24-methylenecycloartanyl ferulate
Systematic Name
24-methylene-9β,19-cyclolanosta-3β-yl ferulate
Synonyms
  • Oryzanol C
LM ID
LMST05050067
Formula
C41H60O4
Exact Mass
Calculate m/z
616.449161
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

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

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

String Representations

InChiKey (Click to copy)
JBSUVXVGZSMGDJ-YVMHCORFSA-N
InChi (Click to copy)
InChI=1S/C41H60O4/c1-26(2)27(3)10-11-28(4)30-18-20-39(8)34-16-15-33-37(5,6)35(19-21-40(33)25-41(34,40)23-22-38(30,39)7)45-36(43)17-13-29-12-14-31(42)32(24-29)44-9/h12-14,17,24,26,28,30,33-35,42H,3,10-11,15-16,18-23,25H2,1-2,4-9H3/b17-13+/t28-,30-,33+,34+,35+,38-,39+,40-,41+/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)CCC(=C)C(C)C)([H])CC[C@@]3(C)[C@]4([H])CC2)CC1)=O

Other Databases

CHEBI ID
176239
PubChem CID
9920169

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 652.12
Topological Polar Surface Area 55.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.68
Molar Refractivity 183.34

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