ChemFOnt: Showing chemical card for Nomilinic acid 17-glucoside (CFc000018809)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:27 UTC

Chemfont ID

CFc000018809

Molecule Identification

Common Name

Nomilinic acid 17-glucoside

Definition

Nomilinic acid 17-glucoside is found in citrus. Nomilinic acid 17-glucoside is isolated from lemons Citrus limon.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Nomilinate 17-glucoside	Generator
5-[1-(Acetyloxy)-2-carboxyethyl]-2-[(furan-3-yl)({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylate	HMDB

Chemical Formula

C₃₄H₄₈O₁₆

Average Molecular Weight

712.7353

Monoisotopic Molecular Weight

712.294235488

IUPAC Name

5-[1-(acetyloxy)-2-carboxyethyl]-2-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid

Traditional Name

5-[1-(acetyloxy)-2-carboxyethyl]-2-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxo-tetrahydro-3H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid

CAS Registry Number

113301-65-8

SMILES

CC(=O)OC(CC(O)=O)C1(C)C(CC(=O)C2(C)C1CCC(C)(C(OC1OC(CO)C(O)C(O)C1O)C1=COC=C1)C21OC1C(O)=O)C(C)(C)O

InChI Identifier

InChI=1S/C34H48O16/c1-15(36)47-21(12-22(38)39)32(5)18-7-9-31(4,34(27(50-34)28(43)44)33(18,6)20(37)11-19(32)30(2,3)45)26(16-8-10-46-14-16)49-29-25(42)24(41)23(40)17(13-35)48-29/h8,10,14,17-19,21,23-27,29,35,40-42,45H,7,9,11-13H2,1-6H3,(H,38,39)(H,43,44)

InChI Key

MUZNNCNJBAPYJF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Terpene glycoside
Sesquiterpenoid
Glycosyl compound
O-glycosyl compound
Carbocyclic fatty acid
Tricarboxylic acid or derivatives
Hydroxy fatty acid
Monosaccharide
Oxane
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Fatty acyl
Tertiary alcohol
Furan
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Ketone
Polyol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Acetal
Organic oxygen compound
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037892)

Source

Endogenous

Endogenous (HMDB: HMDB0037892)

Plant

Plant (HMDB: HMDB0037892)

Animal

Animal (HMDB: HMDB0037892)

Exogenous

Food

Food (HMDB: HMDB0037892)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0037892)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037892)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037892)

Lipid metabolism pathway (HMDB: HMDB0037892)

Biochemical process

Lipid transport (HMDB: HMDB0037892)

Role

Biological role

Energy source (HMDB: HMDB0037892)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037892)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.85 g/L	ALOGPS
logP	1.12	ALOGPS
logP	-0.082	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	263.25 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	165 m³·mol⁻¹	ChemAxon
Polarizability	70.21 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

HMDB0037892

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017046

KNApSAcK ID

C00056863

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

73066469

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Nomilinic acid 17-glucoside (CFc000018809)

MOL for CFc000018809 (Nomilinic acid 17-glucoside)

3D MOL for CFc000018809 (Nomilinic acid 17-glucoside)

3D SDF for CFc000018809 (Nomilinic acid 17-glucoside)

3D-SDF for CFc000018809 (Nomilinic acid 17-glucoside)

PDB for CFc000018809 (Nomilinic acid 17-glucoside)

3D PDB for CFc000018809 (Nomilinic acid 17-glucoside)

SMILES for CFc000018809 (Nomilinic acid 17-glucoside)

INCHI for CFc000018809 (Nomilinic acid 17-glucoside)

Structure for CFc000018809 (Nomilinic acid 17-glucoside)

3D Structure for CFc000018809 (Nomilinic acid 17-glucoside)