D-Carvone - CAS 2244-16-8

Catalog:	BB017624
Product Name:	D-Carvone
CAS:	2244-16-8
Synonyms:	(5S)-2-methyl-5-(1-methylethenyl)-1-cyclohex-2-enone; (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one

Technical Data

IUPAC Name:	(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
Description:	D-Carvone (CAS# 2244-16-8) is used for the synthesis of (-)-terpestacin, a fungal metabolite with anticancer activity.It is also found in the essential oils of the in vitro M. longifolia plantlets and callus, that can be used as a potential source of a safe flavouring agent.
Molecular Weight:	150.22
Molecular Formula:	C10H14O
Canonical SMILES:	CC1=CCC(CC1=O)C(=C)C
InChI:	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1
InChI Key:	ULDHMXUKGWMISQ-VIFPVBQESA-N
Boiling Point:	228.50 °C (EPI 4.0)
Melting Point:	88.9°C
Flash Point:	97°C
Purity:	95.0 %
Density:	0.965 g/cm³
Solubility:	H2O=367.1mg/L @ 25 °C; soluble in alcohol.
Appearance:	Colorless to light yellow liquid
Storage:	Store tightly sealed under inert gas in a cool, well-ventilated area.
MDL:	MFCD00062997
LogP:	2.48790
Refractive Index:	1.496 : 1.502 at 20 deg C
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents.
Vapor Pressure:	15.5 mmHg at 77 °F ; 31.3 mmHg at 108 °F

GHS Hazard Statement:	H302 (16.65%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement:	P261, P264, P270, P272, P280, P301+P312, P302+P352, P321, P330, P333+P313, P363, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
AU-2021104908-A4	Eucalyptus polybractea essential oil having deworming effect, composite microbial agent and applications thereof	20210804
CN-113455645-A	Food formula beneficial to human body health and preparation process	20210630
CN-113332346-A	Slimming and weight-losing essential oil and preparation method thereof	20210611
CN-113325112-A	Method for simultaneously and rapidly detecting residual quantity of various pesticides	20210608
CN-113209185-A	Broad-spectrum antiviral traditional Chinese medicine volatile oil preparation and application thereof	20210518

PMID	Publication Date	Title	Journal
23094646	20121102	Total synthesis of alotaketal A	Organic letters
21428701	20120901	Enantioselective penetration enhancing effect of carvone on the in vitro transdermal permeation of nicorandil	Pharmaceutical development and technology
22904896	20120801	(R)-2-Methyl-5-[(R)-2,4,4,4-tetra-chloro-butan-2-yl]cyclo-hex-2-enone	Acta crystallographica. Section E, Structure reports online
22746406	20120725	Insecticidal and acetylcholine esterase inhibition activity of Apiaceae plant essential oils and their constituents against adults of German cockroach (Blattella germanica)	Journal of agricultural and food chemistry
22676376	20120706	General diastereoselective synthetic approach toward isospongian diterpenes. Synthesis of (-)-marginatafuran, (-)-marginatone, and (-)-20-acetoxymarginatone	The Journal of organic chemistry

Complexity:	223
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	1
Defined Bond Stereocenter Count:	0
Exact Mass:	150.104465066
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	1
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	150.104465066
Rotatable Bond Count:	1
Topological Polar Surface Area:	17.1 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.4