Relevant Data

Food Additives Approved in the United States

Flavouring Substances Approved by European Union:

  • 2-,3- and 10-Mercaptopinane [show]

General Information

Synonyms: PINANETHIOL, PINANYL MERCAPTAN
Chemical Names: MIXTURE OF 2,6,6 TRIMETHYL-BICYCLO[3.1.1]HEPTANE-(2, 3 AND 10)-THIOLS
CAS number: 23832-18-0
COE number: 2332
JECFA number: 520
FEMA number: 3503
Functional Class: Flavouring Agent
FLAVOURING_AGENT

From apps.who.int


Evaluations

Evaluation year: 1999
ADI: No safety concern at current levels of intake when used as a flavouring agent
Report: TRS 896-JECFA 53/32
Tox Monograph: FAS 44-JECFA 53/125
Specification: COMPENDIUM ADDENDUM 8/FNP 52 Add.8/152 (2000)

From apps.who.int


Computed Descriptors

Download SDF
2D Structure
CID90984
IUPAC Name4,6,6-trimethylbicyclo[3.1.1]heptane-4-thiol
InChIInChI=1S/C10H18S/c1-9(2)7-4-5-10(3,11)8(9)6-7/h7-8,11H,4-6H2,1-3H3
InChI KeyZPUCQOXKFCVYGL-UHFFFAOYSA-N
Canonical SMILESCC1(C2CCC(C1C2)(C)S)C
Molecular FormulaC10H18S
Wikipedia2-mercaptopinane

From Pubchem


Computed Properties

Property Name Property Value
Molecular Weight170.314
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Complexity185.0
CACTVS Substructure Key Fingerprint A A A D c e B w A A B A A A A A A A A A A A A A A A B g A A A A A A A w Y A A A A A A A A A A A A A A A G A Q A A A A A D w C A Q A A C A A A A A A Q 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 I A A A A A A A A A A A A A A A E A g M A P g A A A A A A A A A C g A A U A A C g A A A A A A A A A A A = =
Topological Polar Surface Area1.0
Monoisotopic Mass170.113
Exact Mass170.113
XLogP3None
XLogP3-AA3.1
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count11
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem


ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9731
Human Intestinal AbsorptionHIA+0.9926
Caco-2 PermeabilityCaco2+0.6125
P-glycoprotein SubstrateSubstrate0.5091
P-glycoprotein InhibitorNon-inhibitor0.6911
Inhibitor0.5061
Renal Organic Cation TransporterNon-inhibitor0.7921
Distribution
Subcellular localizationLysosome0.7907
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7984
CYP450 2D6 SubstrateNon-substrate0.7821
CYP450 3A4 SubstrateSubstrate0.5084
CYP450 1A2 InhibitorNon-inhibitor0.7973
CYP450 2C9 InhibitorNon-inhibitor0.7114
CYP450 2D6 InhibitorNon-inhibitor0.9062
CYP450 2C19 InhibitorNon-inhibitor0.7064
CYP450 3A4 InhibitorNon-inhibitor0.8676
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7945
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9877
Non-inhibitor0.5298
AMES ToxicityNon AMES toxic0.8460
CarcinogensNon-carcinogens0.7811
Fish ToxicityHigh FHMT0.9944
Tetrahymena Pyriformis ToxicityHigh TPT0.9965
Honey Bee ToxicityHigh HBT0.7930
BiodegradationNot ready biodegradable0.6738
Acute Oral ToxicityIII0.6143
Carcinogenicity (Three-class)Non-required0.5592

From admetSAR


ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-4.8713LogS
Caco-2 Permeability1.6930LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.6815LD50, mol/kg
Fish Toxicity0.3324pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.1251pIGC50, ug/L

From admetSAR


Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassMonoterpenoids
Intermediate Tree NodesNot available
Direct ParentBicyclic monoterpenoids
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsPinane monoterpenoid - Bicyclic monoterpenoid - Alkylthiol - Hydrocarbon derivative - Organosulfur compound - Aliphatic homopolycyclic compound
DescriptionThis 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.

From ClassyFire