BETA-MYRCENE

Relevant Data

MYRCENE [show]

From www.fda.gov

2D Structure
CID	31253
IUPAC Name	7-methyl-3-methylideneocta-1,6-diene
InChI	InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3
InChI Key	UAHWPYUMFXYFJY-UHFFFAOYSA-N
Canonical SMILES	CC(=CCCC(=C)C=C)C
Molecular Formula	C10H16
Wikipedia	myrcene

From Pubchem

Property Name	Property Value
Molecular Weight	136.238
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	0
Rotatable Bond Count	4
Complexity	145.0
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 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 D A 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 I C A A A A A g I A A I A A Q A A A A A A g A A I 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 A A A A A = =
Topological Polar Surface Area	0.0
Monoisotopic Mass	136.125
Exact Mass	136.125
XLogP3	None
XLogP3-AA	4.3
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	10
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

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9478
Human Intestinal Absorption	HIA+	0.9538
Caco-2 Permeability	Caco2+	0.7228
P-glycoprotein Substrate	Non-substrate	0.6521
P-glycoprotein Inhibitor	Non-inhibitor	0.7010
P-glycoprotein Inhibitor	Non-inhibitor	0.8493
Renal Organic Cation Transporter	Non-inhibitor	0.8183
Distribution
Subcellular localization	Nucleus	0.5972
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8553
CYP450 2D6 Substrate	Non-substrate	0.8223
CYP450 3A4 Substrate	Non-substrate	0.5742
CYP450 1A2 Inhibitor	Non-inhibitor	0.7790
CYP450 2C9 Inhibitor	Non-inhibitor	0.9178
CYP450 2D6 Inhibitor	Non-inhibitor	0.9341
CYP450 2C19 Inhibitor	Non-inhibitor	0.8849
CYP450 3A4 Inhibitor	Non-inhibitor	0.9747
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7215
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8650
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9292
AMES Toxicity	Non AMES toxic	0.9227
Carcinogens	Carcinogens	0.5684
Fish Toxicity	High FHMT	0.9448
Tetrahymena Pyriformis Toxicity	High TPT	0.5960
Honey Bee Toxicity	High HBT	0.8407
Biodegradation	Ready biodegradable	0.7708
Acute Oral Toxicity	III	0.8030
Carcinogenicity (Three-class)	Non-required	0.4589

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-3.4432	LogS
Caco-2 Permeability	1.5571	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.4040	LD50, mol/kg
Fish Toxicity	0.6786	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.6891	pIGC50, ug/L

From admetSAR

Route of Exposure	Dermal ; inhalation
Mechanism of Toxicity	Myrcene exhibits tyrosinase inhibitory activities, which plays an important role in neuromelanin formation .
Metabolism	None
Toxicity Values	LD50: >5000.00 mg/kg (Oral, Rat) LD50: >5000.00 mg/kg (Dermal, Rabbit)
Lethal Dose	None
Carcinogenicity (IARC Classification)	No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk Level	None
Health Effects	Health effects may include dermatitis (A334).
Treatment	Monitor for respiratory distress in case of inhalation exposure. Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Administer symptomatic treatment as necessary.
Reference	Newmark FM: Hops allergy and terpene sensitivity: an occupational disease. Ann Allergy. 1978 Nov;41(5):311-2.[717854 ] Kauderer B, Zamith H, Paumgartten FJ, Speit G: Evaluation of the mutagenicity of beta-myrcene in mammalian cells in vitro. Environ Mol Mutagen. 1991;18(1):28-34.[1864266 ] Matsuura R, Ukeda H, Sawamura M: Tyrosinase inhibitory activity of citrus essential oils. J Agric Food Chem. 2006 Mar 22;54(6):2309-13.[16536612 ] Luddeke F, Harder J: Enantiospecific (S)-(+)-linalool formation from beta-myrcene by linalool dehydratase-isomerase. Z Naturforsch C. 2011 Jul-Aug;66(7-8):409-12.[21950166 ]

From T3DB

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Monoterpenoids
Intermediate Tree Nodes	Not available
Direct Parent	Acyclic monoterpenoids
Alternative Parents	Alkatrienes Branched unsaturated hydrocarbons Unsaturated aliphatic hydrocarbons
Molecular Framework	Aliphatic acyclic compounds
Substituents	Acyclic monoterpenoid - Branched unsaturated hydrocarbon - Alkatriene - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Acyclic olefin - Hydrocarbon - Aliphatic acyclic compound
Description	This compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

From ClassyFire

General Function:: Protein homodimerization activity
Specific Function:: This is a copper-containing oxidase that functions in the formation of pigments such as melanins and other polyphenolic compounds. Catalyzes the rate-limiting conversions of tyrosine to DOPA, DOPA to DOPA-quinone and possibly 5,6-dihydroxyindole to indole-5,6 quinone.
Gene Name:: TYR
Uniprot ID:: P14679
Molecular Weight:: 60392.69 Da

Matsuura R, Ukeda H, Sawamura M: Tyrosinase inhibitory activity of citrus essential oils. J Agric Food Chem. 2006 Mar 22;54(6):2309-13. [16536612 ]

From T3DB

Synonyms:	7-METHYL-3-METHYLENEOCTA-1,6-DIENE
Chemical Names:	7-METHYL-3-METHYLENEOCTA-1,6-DIENE
CAS number:	123-35-3
COE number:	2197
JECFA number:	1327
FEMA number:	2762
Evaluation year:	2004
ADI:	No safety concern at current levels of intake when used as a flavouring agent
Report:	TRS 928-JECFA 63/64
Tox Monograph:	FAS 54-JECFA 63/235
Specification:	COMPENDIUM ADDENDUM 12/FNP 52 Add. 12/76

Chemical name	Myrcene
CAS number	123-35-3
COE number	2197
JECFA number	1327
Flavouring type	substances
FL No.	01.008
Mixture	No
Purity of the named substance at least 95% unless otherwise specified	At least 90%; secondary components C15H24 terpene hydrocarbons (eg. valencene); Minimum assay value may include traces of limonene, alpha- and beta-pinene and other common C10H16 terpenes.