ChemFOnt: Showing chemical card for all-trans-18-Hydroxyretinoic acid (CFc000007977)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:34 UTC

Chemfont ID

CFc000007977

Molecule Identification

Common Name

all-trans-18-Hydroxyretinoic acid

Definition

1410

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
18-Hydroxy-all-trans-retinoic acid	ChEBI
18-Hydroxyretinoic acid	ChEBI
all-trans-9-(2-(Hydroxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid	ChEBI
18-Hydroxy-all-trans-retinoate	Generator
18-Hydroxyretinoate	Generator
all-trans-9-(2-(Hydroxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl)-3,7-dimethyl-2,4,6,8-nonatetraenoate	Generator
all-trans-18-Hydroxyretinoate	Generator
rac-18-Hydroxy-all-trans-retinoate	HMDB
rac-18-Hydroxy-all-trans-retinoic acid	HMDB
all-trans-18-Hydroxyretinoic acid	HMDB

Chemical Formula

C₂₀H₂₈O₃

Average Molecular Weight

316.4345

Monoisotopic Molecular Weight

316.203844762

IUPAC Name

(2E,4E,6E,8E)-9-[2-(hydroxymethyl)-6,6-dimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid

Traditional Name

(2E,4E,6E,8E)-9-[2-(hydroxymethyl)-6,6-dimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid

CAS Registry Number

63531-93-1

SMILES

C\C(\C=C\C1=C(CO)CCCC1(C)C)=C/C=C/C(/C)=C/C(O)=O

InChI Identifier

InChI=1S/C20H28O3/c1-15(7-5-8-16(2)13-19(22)23)10-11-18-17(14-21)9-6-12-20(18,3)4/h5,7-8,10-11,13,21H,6,9,12,14H2,1-4H3,(H,22,23)/b8-5+,11-10+,15-7+,16-13+

InChI Key

XSJOIRFEYHJNAW-FCKHSPHMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Retinoids

Direct Parent

Retinoids

Alternative Parents

Substituents

Retinoic acid
Diterpenoid
Retinoid skeleton
Medium-chain fatty acid
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

retinoid (CHEBI:80657 )
Retinoids (C16679 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0012452)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0012452)

Organ

Kidney (HMDB: HMDB0012452)
Liver (HMDB: HMDB0012452)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012452)

Source

Endogenous

Endogenous (HMDB: HMDB0012452)

Animal

Animal (HMDB: HMDB0012452)

Exogenous

Food

Food (HMDB: HMDB0012452)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0012452)

Process

Role

Biological role

Energy source (HMDB: HMDB0012452)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012452)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0085 g/L	ALOGPS
logP	4.79	ALOGPS
logP	3.73	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.57 m³·mol⁻¹	ChemAxon
Polarizability	37.47 Å³	ChemAxon
Number of Rings	1	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

HMDB0012452

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029068

KNApSAcK ID

Not Available

Chemspider ID

5005673

KEGG Compound ID

C16679

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6506224

PDB ID

Not Available

ChEBI ID

80657

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for all-trans-18-Hydroxyretinoic acid (CFc000007977)

MOL for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

3D MOL for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

3D SDF for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

3D-SDF for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

PDB for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

3D PDB for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

SMILES for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

INCHI for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

Structure for CFc000007977 (all-trans-18-Hydroxyretinoic acid)

3D Structure for CFc000007977 (all-trans-18-Hydroxyretinoic acid)