ChemFOnt: Showing chemical card for Nomilinic acid (CFc000016772)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:06:28 UTC

Chemfont ID

CFc000016772

Molecule Identification

Common Name

Nomilinic acid

Definition

Nomilinic acid is found in citrus. Nomilinic acid is a constituent of grapefruit seeds

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Acetoxy-1,2-dihydroobacunoic acid	HMDB
N-Isopropyl-3-pyrrolidyl 2-chloro-6-methylphenylcarbamate	HMDB
3-(Acetyloxy)-3-[11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecan-6-yl]propanoate	Generator
Nomilinate	Generator

Chemical Formula

C₂₈H₃₆O₁₀

Average Molecular Weight

532.5794

Monoisotopic Molecular Weight

532.230847372

IUPAC Name

3-(acetyloxy)-3-[11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecan-6-yl]propanoic acid

Traditional Name

3-(acetyloxy)-3-[11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecan-6-yl]propanoic acid

CAS Registry Number

35930-20-2

SMILES

CC(=O)OC(CC(O)=O)C1(C)C(CC(=O)C2(C)C1CCC1(C)C(OC(=O)C3OC213)C1=COC=C1)C(C)(C)O

InChI Identifier

InChI=1S/C28H36O10/c1-14(29)36-19(12-20(31)32)26(5)16-7-9-25(4)21(15-8-10-35-13-15)37-23(33)22-28(25,38-22)27(16,6)18(30)11-17(26)24(2,3)34/h8,10,13,16-17,19,21-22,34H,7,9,11-12H2,1-6H3,(H,31,32)

InChI Key

ZIKZPLSIAVHITA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hexose monosaccharide
Cinnamic acid ester
O-glycosyl compound
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Fatty acid ester
Alkyl aryl ether
Benzenoid
Oxane
Monocyclic benzene moiety
Monosaccharide
Fatty acyl
Methyl ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Acetal
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Primary alcohol
Alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0035771)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0035771)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035771)

Source

Endogenous

Endogenous (HMDB: HMDB0035771)

Plant

Plant (HMDB: HMDB0035771)

Animal

Animal (HMDB: HMDB0035771)

Exogenous

Food

Food (HMDB: HMDB0035771)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0035771)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035771)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035771)

Lipid metabolism pathway (HMDB: HMDB0035771)

Cellular process

Cell signaling (HMDB: HMDB0035771)

Biochemical process

Lipid transport (HMDB: HMDB0035771)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035771)

Molecular messenger

Signaling molecule (HMDB: HMDB0035771)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035771)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.07 g/L	ALOGPS
logP	2.81	ALOGPS
logP	2.35	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	152.87 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	129.1 m³·mol⁻¹	ChemAxon
Polarizability	53.66 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0040865

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020693

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752960

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Nomilinic acid (CFc000016772)

MOL for CFc000016772 (Nomilinic acid)

3D MOL for CFc000016772 (Nomilinic acid)

3D SDF for CFc000016772 (Nomilinic acid)

3D-SDF for CFc000016772 (Nomilinic acid)

PDB for CFc000016772 (Nomilinic acid)

3D PDB for CFc000016772 (Nomilinic acid)

SMILES for CFc000016772 (Nomilinic acid)

INCHI for CFc000016772 (Nomilinic acid)

Structure for CFc000016772 (Nomilinic acid)

3D Structure for CFc000016772 (Nomilinic acid)