VITAMIN A ACETATE

From www.fda.gov

2D Structure
CID	638034
IUPAC Name	[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate
InChI	InChI=1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
InChI Key	QGNJRVVDBSJHIZ-QHLGVNSISA-N
Canonical SMILES	CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCOC(=O)C)C)C
Molecular Formula	C22H32O2
Wikipedia	vitamin a acetate

From Pubchem

Property Name	Property Value
Molecular Weight	328.496
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	7
Complexity	596.0
CACTVS Substructure Key Fingerprint	A A A D c f B 4 M A A A A A A A A A A A A A A A A A A A A A A A A A A g A A A A A A A A A A A A A A A A G g A A A A A A D g C g g A I C C A A A B A C I A i D S C A A A A A A g A A A I C A A A A A g I B A I A I Q A C E A A A g A A I o A M A g M A P A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area	26.3
Monoisotopic Mass	328.24
Exact Mass	328.24
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	24
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	4
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9660
Human Intestinal Absorption	HIA+	0.9953
Caco-2 Permeability	Caco2+	0.7194
P-glycoprotein Substrate	Non-substrate	0.5886
P-glycoprotein Inhibitor	Non-inhibitor	0.7209
P-glycoprotein Inhibitor	Inhibitor	0.6641
Renal Organic Cation Transporter	Non-inhibitor	0.7656
Distribution
Subcellular localization	Mitochondria	0.6550
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8598
CYP450 2D6 Substrate	Non-substrate	0.8937
CYP450 3A4 Substrate	Substrate	0.6362
CYP450 1A2 Inhibitor	Non-inhibitor	0.7514
CYP450 2C9 Inhibitor	Non-inhibitor	0.8729
CYP450 2D6 Inhibitor	Non-inhibitor	0.9110
CYP450 2C19 Inhibitor	Non-inhibitor	0.7811
CYP450 3A4 Inhibitor	Non-inhibitor	0.9420
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6383
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9371
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9234
AMES Toxicity	Non AMES toxic	0.9133
Carcinogens	Non-carcinogens	0.6822
Fish Toxicity	High FHMT	0.9564
Tetrahymena Pyriformis Toxicity	High TPT	0.9994
Honey Bee Toxicity	High HBT	0.8657
Biodegradation	Ready biodegradable	0.6540
Acute Oral Toxicity	III	0.6553
Carcinogenicity (Three-class)	Warning	0.5486

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.9929	LogS
Caco-2 Permeability	1.6023	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.8561	LD50, mol/kg
Fish Toxicity	-0.0262	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.1209	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Retinoids
Intermediate Tree Nodes	Not available
Direct Parent	Retinoids
Alternative Parents	Carboxylic acid esters Diterpenoids Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Fatty alcohol esters Carbonyl compounds
Molecular Framework	Aliphatic homomonocyclic compounds
Substituents	Retinoid skeleton - Diterpenoid - Fatty alcohol ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
Description	This compound 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.