ChemFOnt: Showing chemical card for Schottenol 3-ferulate (CFc000281248)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:27 UTC

Chemfont ID

CFc000281248

Molecule Identification

Common Name

Schottenol 3-ferulate

Definition

Schottenol 3-ferulate is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Schottenol 3-ferulate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Schottenol 3-ferulate can be found in corn, which makes schottenol 3-ferulate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Schottenol 3-ferulic acid	Generator

Chemical Formula

C₃₉H₅₈O₄

Average Molecular Weight

590.8754

Monoisotopic Molecular Weight

590.433510344

IUPAC Name

(2S,5S,7S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

(2S,5S,7S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

521-03-9

SMILES

CC[C@H](CC[C@@H](C)[C@H]1CCC2C3=CC[C@@]4([H])C[C@H](CC[C@]4(C)C3CC[C@]12C)OC(=O)\C=C\C1=CC(OC)=C(O)C=C1)C(C)C

InChI Identifier

InChI=1S/C39H58O4/c1-8-28(25(2)3)12-9-26(4)32-15-16-33-31-14-13-29-24-30(19-21-38(29,5)34(31)20-22-39(32,33)6)43-37(41)18-11-27-10-17-35(40)36(23-27)42-7/h10-11,14,17-18,23,25-26,28-30,32-34,40H,8-9,12-13,15-16,19-22,24H2,1-7H3/b18-11+/t26-,28-,29+,30+,32-,33?,34?,38+,39-/m1/s1

InChI Key

BGOCOVGWMXAQCQ-ODEGBJFNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid ester
Delta-7-steroid
Steroid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Styrene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301732)

Food

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.3e-06 g/L	ALOGPS
logP	9.18	ALOGPS
logP	10.42	ChemAxon
logS	-7.8	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	177.78 m³·mol⁻¹	ChemAxon
Polarizability	73.41 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0301732

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000312

KNApSAcK ID

Not Available

Chemspider ID

59696172

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009744

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Schottenol 3-ferulate (CFc000281248)

MOL for CFc000281248 (Schottenol 3-ferulate)

3D MOL for CFc000281248 (Schottenol 3-ferulate)

3D SDF for CFc000281248 (Schottenol 3-ferulate)

3D-SDF for CFc000281248 (Schottenol 3-ferulate)

PDB for CFc000281248 (Schottenol 3-ferulate)

3D PDB for CFc000281248 (Schottenol 3-ferulate)

SMILES for CFc000281248 (Schottenol 3-ferulate)

INCHI for CFc000281248 (Schottenol 3-ferulate)

Structure for CFc000281248 (Schottenol 3-ferulate)

3D Structure for CFc000281248 (Schottenol 3-ferulate)