Relevant Data

Food Additives Approved in the United States

Flavouring Substances Approved by European Union:

  • 3-(1-Menthoxy)propane-1,2-diol [show]

General Information

Chemical Names: 3-(1-MENTHOXY)PROPANE-1,2-DIOL
CAS number: 87061-04-9
JECFA number: 1408
FEMA number: 3784
Functional Class: Flavouring Agent
FLAVOURING_AGENT

From apps.who.int


Evaluations

Evaluation year: 2004
ADI: No safety concern at current levels of intake when used as a flavouring agent
Report: TRS 928-JECFA 63/86
Tox Monograph: FAS 54-JECFA 63/385
Specification: COMPENDIUM ADDENDUM 12/FNP 52 Add. 12/87

From apps.who.int


Computed Descriptors

Download SDF
2D Structure
CID5362595
IUPAC Name3-(5-methyl-2-propan-2-ylcyclohexyl)oxypropane-1,2-diol
InChIInChI=1S/C13H26O3/c1-9(2)12-5-4-10(3)6-13(12)16-8-11(15)7-14/h9-15H,4-8H2,1-3H3
InChI KeyMDVYIGJINBYKOM-UHFFFAOYSA-N
Canonical SMILESCC1CCC(C(C1)OCC(CO)O)C(C)C
Molecular FormulaC13H26O3
Wikipediacooling agent 10

From Pubchem


Computed Properties

Property Name Property Value
Molecular Weight230.348
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Complexity194.0
CACTVS Substructure Key Fingerprint A A A D c e B w 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 w A A A A A A A A A A A A A A A A G g A A C A A A D R S g g A I C A A A A B g 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 B E A I A A A A C Q A A F A A A D A A G A w P A O g A A A A A A A A A C A A A I A A B A A A A A A A A A A A A = =
Topological Polar Surface Area49.7
Monoisotopic Mass230.188
Exact Mass230.188
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count16
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count4
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-0.5571
Human Intestinal AbsorptionHIA+0.9846
Caco-2 PermeabilityCaco2+0.5428
P-glycoprotein SubstrateSubstrate0.6263
P-glycoprotein InhibitorNon-inhibitor0.6455
Non-inhibitor0.6079
Renal Organic Cation TransporterNon-inhibitor0.8539
Distribution
Subcellular localizationMitochondria0.8737
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8749
CYP450 2D6 SubstrateNon-substrate0.7011
CYP450 3A4 SubstrateNon-substrate0.5480
CYP450 1A2 InhibitorNon-inhibitor0.7395
CYP450 2C9 InhibitorNon-inhibitor0.8825
CYP450 2D6 InhibitorNon-inhibitor0.9328
CYP450 2C19 InhibitorNon-inhibitor0.8689
CYP450 3A4 InhibitorNon-inhibitor0.8407
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9845
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8997
Non-inhibitor0.6326
AMES ToxicityNon AMES toxic0.7357
CarcinogensNon-carcinogens0.8580
Fish ToxicityHigh FHMT0.8891
Tetrahymena Pyriformis ToxicityHigh TPT0.9913
Honey Bee ToxicityHigh HBT0.7153
BiodegradationNot ready biodegradable0.8624
Acute Oral ToxicityIII0.7006
Carcinogenicity (Three-class)Non-required0.6935

From admetSAR


ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-2.6616LogS
Caco-2 Permeability0.7621LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.8051LD50, mol/kg
Fish Toxicity2.3677pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9896pIGC50, ug/L

From admetSAR


Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassMonoterpenoids
Intermediate Tree NodesNot available
Direct ParentMenthane monoterpenoids
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsP-menthane monoterpenoid - Monocyclic monoterpenoid - Glycerolipid - Glycerol ether - Secondary alcohol - 1,2-diol - Ether - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

From ClassyFire