Structure Database (LMSD)

Common Name
Campesteryl ferulate
Systematic Name
campest-5-en-3β-yl ferulate
Synonyms
  • Oryzanol
LM ID
LMST05050068
Formula
C38H56O4
Exact Mass
Calculate m/z
576.41786
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

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)
SWIWTAJTJOYCTB-NMYXBGBTSA-N
InChi (Click to copy)
InChI=1S/C38H56O4/c1-24(2)25(3)8-9-26(4)31-14-15-32-30-13-12-28-23-29(18-20-37(28,5)33(30)19-21-38(31,32)6)42-36(40)17-11-27-10-16-34(39)35(22-27)41-7/h10-12,16-17,22,24-26,29-33,39H,8-9,13-15,18-21,23H2,1-7H3/b17-11+/t25-,26-,29+,30+,31-,32+,33+,37+,38-/m1/s1
SMILES (Click to copy)
C1=C(OC)C(O)=CC=C1/C=C/C(O[C@@H]1CC2[C@@](C)([C@@]3([H])CC[C@]4(C)[C@]([C@H](C)CC[C@@H](C)C(C)C)([H])CC[C@@]4([H])[C@]3([H])CC=2)CC1)=O

Other Databases

CHEBI ID
191814
PubChem CID
15056832

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 5
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 612.58
Topological Polar Surface Area 55.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 9.90
Molar Refractivity 171.68

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