ChemFOnt: Showing chemical card for 5(S),11(R)-DiHETE (CFc000043027)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:52 UTC

Chemfont ID

CFc000043027

Molecule Identification

Common Name

5(S),11(R)-DiHETE

Definition

5(S),11(R)-DiHETE is also known as 5,11-DiHETE or 5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoate. 5(S),11(R)-DiHETE is considered to be practically insoluble (in water) and acidic. 5(S),11(R)-DiHETE is an eicosanoid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5S,6E,8Z,11R,12E,14Z)-5,11-Dihydroxyicosatetraenoic acid	ChEBI
5,11-DiHETE	ChEBI
5S,11R-DiHETE	ChEBI
5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoic acid	ChEBI
(5S,6E,8Z,11R,12E,14Z)-5,11-Dihydroxyicosatetraenoate	Generator
5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoate	Generator

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

(5S,6E,8Z,11R,12E,14Z)-5,11-dihydroxyicosa-6,8,12,14-tetraenoic acid

Traditional Name

5,11-diHETE

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(O)C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-7-9-13-18(21)14-10-8-11-15-19(22)16-12-17-20(23)24/h6-11,13,15,18-19,21-22H,2-5,12,14,16-17H2,1H3,(H,23,24)/b7-6-,10-8-,13-9+,15-11+/t18-,19+/m0/s1

InChI Key

GVBURXXHWSCJSI-ZZHGHEOFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060095 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062615)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	5.39	ALOGPS
logP	4.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.98 m³·mol⁻¹	ChemAxon
Polarizability	40.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062615

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

45104915

PDB ID

Not Available

ChEBI ID

91136

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5(S),11(R)-DiHETE (CFc000043027)

MOL for CFc000043027 (5(S),11(R)-DiHETE)

3D MOL for CFc000043027 (5(S),11(R)-DiHETE)

3D SDF for CFc000043027 (5(S),11(R)-DiHETE)

3D-SDF for CFc000043027 (5(S),11(R)-DiHETE)

PDB for CFc000043027 (5(S),11(R)-DiHETE)

3D PDB for CFc000043027 (5(S),11(R)-DiHETE)

SMILES for CFc000043027 (5(S),11(R)-DiHETE)

INCHI for CFc000043027 (5(S),11(R)-DiHETE)

Structure for CFc000043027 (5(S),11(R)-DiHETE)

3D Structure for CFc000043027 (5(S),11(R)-DiHETE)