Isobornyl phenylacetate

Chemical name	Isobornyl phenylacetate
CAS number	94022-06-7
COE number	566
Flavouring type	substances
FL No.	09.756
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	3656473
IUPAC Name	(4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) 2-phenylacetate
InChI	InChI=1S/C18H24O2/c1-17(2)14-9-10-18(17,3)15(12-14)20-16(19)11-13-7-5-4-6-8-13/h4-8,14-15H,9-12H2,1-3H3
InChI Key	OVTUPLGIFCUERT-UHFFFAOYSA-N
Canonical SMILES	CC1(C2CCC1(C(C2)OC(=O)CC3=CC=CC=C3)C)C
Molecular Formula	C18H24O2

From Pubchem

Property Name	Property Value
Molecular Weight	272.388
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	4
Complexity	381.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 M A A A A A A A A A A A A A A A A A A A A Y M A A A A w Y A A A A A A A A A A B A A A A G g A A A A A A D x S g m A I y C I A A B A C I A i D S C A A C A A A g A A A I i A E A A I g I I D K A F R C C I A A k w A E I i A e I y P C P g A A A A A A A A A C A A A I A A B A A A Y A A D A A A A A = =
Topological Polar Surface Area	26.3
Monoisotopic Mass	272.178
Exact Mass	272.178
XLogP3	None
XLogP3-AA	4.7
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	20
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9724
Human Intestinal Absorption	HIA+	0.9970
Caco-2 Permeability	Caco2+	0.7914
P-glycoprotein Substrate	Substrate	0.5100
P-glycoprotein Inhibitor	Inhibitor	0.7139
P-glycoprotein Inhibitor	Inhibitor	0.7197
Renal Organic Cation Transporter	Non-inhibitor	0.7443
Distribution
Subcellular localization	Mitochondria	0.7243
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7742
CYP450 2D6 Substrate	Non-substrate	0.8918
CYP450 3A4 Substrate	Substrate	0.7361
CYP450 1A2 Inhibitor	Non-inhibitor	0.9418
CYP450 2C9 Inhibitor	Non-inhibitor	0.8194
CYP450 2D6 Inhibitor	Non-inhibitor	0.9308
CYP450 2C19 Inhibitor	Inhibitor	0.6458
CYP450 3A4 Inhibitor	Non-inhibitor	0.8931
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8714
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9094
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.6457
AMES Toxicity	Non AMES toxic	0.9269
Carcinogens	Non-carcinogens	0.7955
Fish Toxicity	High FHMT	0.9936
Tetrahymena Pyriformis Toxicity	High TPT	0.9990
Honey Bee Toxicity	High HBT	0.8186
Biodegradation	Not ready biodegradable	0.9292
Acute Oral Toxicity	III	0.8206
Carcinogenicity (Three-class)	Non-required	0.5964

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-5.5294	LogS
Caco-2 Permeability	1.3348	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.8403	LD50, mol/kg
Fish Toxicity	-0.4777	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	2.4578	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Monoterpenoids
Intermediate Tree Nodes	Not available
Direct Parent	Bicyclic monoterpenoids
Alternative Parents	Aromatic monoterpenoids Carboxylic acid esters Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Benzene and substituted derivatives Carbonyl compounds
Molecular Framework	Aromatic homopolycyclic compounds
Substituents	Bicyclic monoterpenoid - Bornane monoterpenoid - Aromatic monoterpenoid - Benzenoid - Monocyclic benzene moiety - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.