ChemFOnt: Showing chemical card for 6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164000)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:18 UTC

Chemfont ID

CFc000164000

Molecule Identification

Common Name

6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid 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. Based on a literature review very few articles have been published on 6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₄₀O₁₁

Average Molecular Weight

528.595

Monoisotopic Molecular Weight

528.257062108

IUPAC Name

6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(O)=O)=C(/[H])CC(C(C=O)C(\[H])=C(/[H])C(CCCCC)OC1OC(C(O)C(O)C1O)C(O)=O)C(C)=O

InChI Identifier

InChI=1S/C26H40O11/c1-3-4-7-10-18(36-26-23(33)21(31)22(32)24(37-26)25(34)35)14-13-17(15-27)19(16(2)28)11-8-5-6-9-12-20(29)30/h5,8,13-15,17-19,21-24,26,31-33H,3-4,6-7,9-12H2,1-2H3,(H,29,30)(H,34,35)/b8-5-,14-13+

InChI Key

KMBWJNBQBPJRCP-FCBYNYORSA-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
Long-chain fatty acid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Hydroxy acid
Unsaturated fatty acid
Monosaccharide
Pyran
Oxane
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Polyol
Carboxylic acid derivative
Aldehyde
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	1.99	ALOGPS
logP	1.91	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	187.89 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	132.82 m³·mol⁻¹	ChemAxon
Polarizability	55.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0183710

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164000)

MOL for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000164000 (6-{[(7E,12Z)-10-acetyl-16-carboxy-9-formylhexadeca-7,12-dien-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)