Relevant Data

Food Additives Approved in the United States:

Food Additives Approved by WHO:


General Information

Chemical namegamma-Terpinene
CAS number99-85-4
COE number11025
JECFA number1340
Flavouring typesubstances
FL No.01.020
MixtureNo
Purity of the named substance at least 95% unless otherwise specified

From webgate.ec.europa.eu

Computed Descriptors

Download SDF
2D Structure
CID7461
IUPAC Name1-methyl-4-propan-2-ylcyclohexa-1,4-diene
InChIInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
InChI KeyYKFLAYDHMOASIY-UHFFFAOYSA-N
Canonical SMILESCC1=CCC(=CC1)C(C)C
Molecular FormulaC10H16
Wikipediaγ-terpinene

From Pubchem


Computed Properties

Property Name Property Value
Molecular Weight136.238
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count1
Complexity171.0
CACTVS Substructure Key Fingerprint A A A D c e B w 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 A A A A A A A A A A A A A A A A G A A A A A A A D Q C A A A A C A A A A A A C A A i B C A A A A A A A g A A A A C A A A A A g A A A I A A Q A A A A A A g A A I A A I A A A A 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 A A A A = =
Topological Polar Surface Area0.0
Monoisotopic Mass136.125
Exact Mass136.125
XLogP3None
XLogP3-AA2.8
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count10
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
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+0.9431
Human Intestinal AbsorptionHIA+0.9972
Caco-2 PermeabilityCaco2+0.7302
P-glycoprotein SubstrateNon-substrate0.5833
P-glycoprotein InhibitorNon-inhibitor0.7997
Non-inhibitor0.9207
Renal Organic Cation TransporterNon-inhibitor0.8573
Distribution
Subcellular localizationLysosome0.5344
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8432
CYP450 2D6 SubstrateNon-substrate0.8145
CYP450 3A4 SubstrateNon-substrate0.5633
CYP450 1A2 InhibitorNon-inhibitor0.7565
CYP450 2C9 InhibitorNon-inhibitor0.8750
CYP450 2D6 InhibitorNon-inhibitor0.9106
CYP450 2C19 InhibitorNon-inhibitor0.8893
CYP450 3A4 InhibitorNon-inhibitor0.8629
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6905
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9359
Non-inhibitor0.8680
AMES ToxicityNon AMES toxic0.9587
CarcinogensNon-carcinogens0.5240
Fish ToxicityHigh FHMT0.9627
Tetrahymena Pyriformis ToxicityHigh TPT0.9811
Honey Bee ToxicityHigh HBT0.8455
BiodegradationReady biodegradable0.5670
Acute Oral ToxicityIII0.8413
Carcinogenicity (Three-class)Warning0.5576

From admetSAR


ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-3.7596LogS
Caco-2 Permeability1.8334LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.5408LD50, mol/kg
Fish Toxicity0.0908pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8775pIGC50, ug/L

From admetSAR


Toxicity Profile

Route of Exposure
Mechanism of Toxicity
Metabolism
Toxicity Values
Lethal Dose
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk Level
Health Effects
Treatment
Reference

From T3DB


Taxonomic Classification

KingdomOrganic compounds
SuperclassHydrocarbons
ClassUnsaturated hydrocarbons
SubclassBranched unsaturated hydrocarbons
Intermediate Tree NodesNot available
Direct ParentBranched unsaturated hydrocarbons
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsBranched unsaturated hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Olefin - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch.

From ClassyFire


Targets

General Function:
Zinc ion binding
Specific Function:
Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription factors, such as AP-1/c-Jun, c-Fos, ATF-2, Sp1 and Sp3, to mediate ERE-independent signaling. Ligand binding induces a conformational change allowing subsequent or combinatorial association with multiprotein coactivator complexes through LXXLL motifs of their respective components. Mutual transrepression occurs between the estrogen receptor (ER) and NF-kappa-B in a cell-type specific manner. Decreases NF-kappa-B DNA-binding activity and inhibits NF-kappa-B-mediated transcription from the IL6 promoter and displace RELA/p65 and associated coregulators from the promoter. Recruited to the NF-kappa-B response element of the CCL2 and IL8 promoters and can displace CREBBP. Present with NF-kappa-B components RELA/p65 and NFKB1/p50 on ERE sequences. Can also act synergistically with NF-kappa-B to activate transcription involving respective recruitment adjacent response elements; the function involves CREBBP. Can activate the transcriptional activity of TFF1. Also mediates membrane-initiated estrogen signaling involving various kinase cascades. Isoform 3 is involved in activation of NOS3 and endothelial nitric oxide production. Isoforms lacking one or several functional domains are thought to modulate transcriptional activity by competitive ligand or DNA binding and/or heterodimerization with the full length receptor. Essential for MTA1-mediated transcriptional regulation of BRCA1 and BCAS3. Isoform 3 can bind to ERE and inhibit isoform 1.
Gene Name:
ESR1
Uniprot ID:
P03372
Molecular Weight:
66215.45 Da
References
  1. Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]

From T3DB