S-Prenyl thioisopentanoate

Chemical name	S-Prenyl thioisopentanoate
CAS number	75631-91-3
Flavouring type	substances
FL No.	12.221
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	JECFA

From webgate.ec.europa.eu

2D Structure
CID	53471638
IUPAC Name	S-(3-methylbut-2-enyl) 3-methylbutanethioate
InChI	InChI=1S/C10H18OS/c1-8(2)5-6-12-10(11)7-9(3)4/h5,9H,6-7H2,1-4H3
InChI Key	XRSCNXJBNPBYOO-UHFFFAOYSA-N
Canonical SMILES	CC(C)CC(=O)SCC=C(C)C
Molecular Formula	C10H18OS
Wikipedia	S-prenyl thioisopentanoate

From Pubchem

Property Name	Property Value
Molecular Weight	186.313
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Complexity	167.0
CACTVS Substructure Key Fingerprint	A A A D c e B w I A B 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 A A A A A A A A A A A G g Q A A A A A D Q C E w A C C A A A A A A i I A i B S A A A A A A A A A B A A C A E A A A A A A B A g A Q A A A A A A A A A g A A A A A A A I 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	42.4
Monoisotopic Mass	186.108
Exact Mass	186.108
XLogP3	None
XLogP3-AA	3.4
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	12
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
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+	0.9616
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.6554
P-glycoprotein Substrate	Non-substrate	0.6146
P-glycoprotein Inhibitor	Non-inhibitor	0.7609
P-glycoprotein Inhibitor	Non-inhibitor	0.9553
Renal Organic Cation Transporter	Non-inhibitor	0.8991
Distribution
Subcellular localization	Mitochondria	0.3899
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7905
CYP450 2D6 Substrate	Non-substrate	0.8480
CYP450 3A4 Substrate	Non-substrate	0.5717
CYP450 1A2 Inhibitor	Non-inhibitor	0.6072
CYP450 2C9 Inhibitor	Non-inhibitor	0.8486
CYP450 2D6 Inhibitor	Non-inhibitor	0.9111
CYP450 2C19 Inhibitor	Non-inhibitor	0.8393
CYP450 3A4 Inhibitor	Non-inhibitor	0.9413
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7172
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9481
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9032
AMES Toxicity	Non AMES toxic	0.8410
Carcinogens	Carcinogens	0.6495
Fish Toxicity	High FHMT	0.9819
Tetrahymena Pyriformis Toxicity	High TPT	0.9974
Honey Bee Toxicity	High HBT	0.8979
Biodegradation	Not ready biodegradable	0.5605
Acute Oral Toxicity	III	0.7104
Carcinogenicity (Three-class)	Non-required	0.5436

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.3733	LogS
Caco-2 Permeability	1.5823	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.0041	LD50, mol/kg
Fish Toxicity	0.4033	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.8284	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls
Subclass	Fatty acyl thioesters
Intermediate Tree Nodes	Not available
Direct Parent	Fatty acyl thioesters
Alternative Parents	Sulfenyl compounds Hydrocarbon derivatives Carbothioic S-esters Carboxylic acids and derivatives Organic oxides Carbonyl compounds Thioesters
Molecular Framework	Aliphatic acyclic compounds
Substituents	Fatty acyl thioester - Carbothioic s-ester - Thiocarboxylic acid ester - Sulfenyl compound - Thiocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
Description	This compound belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain.