MYRTENAL, (±)-

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H14O
Molecular Weight	150.2176
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)[C@@H]2C[C@H]1C(C=O)=CC2

InChI

InChIKey=KMRMUZKLFIEVAO-IUCAKERBSA-N

InChI=1S/C10H14O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,6,8-9H,4-5H2,1-2H3/t8-,9-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C10H14O
Molecular Weight	150.2176
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Myrtenal ameliorates diethylnitrosamine-induced hepatocarcinogenesis through the activation of tumor suppressor protein p53 and regulation of lysosomal and mitochondrial enzymes.	2013-08	22436021
Absolute configuration of (-)-myrtenal by vibrational circular dichroism.	2010-07	20457457
Quantitative variation and biosynthesis of hindgut volatiles associated with the red turpentine beetle, Dendroctonus valens LeConte, at different attack phases.	2010-06	19671207
Chemical composition and biological activities of Tunisian Cuminum cyminum L. essential oil: a high effectiveness against Vibrio spp. strains.	2010-01-11	20488223
[Analysis of essential oil from different organs of Caryopteris tangutica].	2009-01	19445123
Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells.	2008-07-15	18556205
Cross-attraction between an exotic and a native pine bark beetle: a novel invasion mechanism?	2007-12-12	18074026
Highly diastereoselective nucleophilic addition to myrtenal. Straightforward synthesis of an enantiopure scorpionate ligand.	2007-10-15	17883268
Use of gas chromatography-mass spectrometry combined with resolution methods to characterize the essential oil components of Iranian cumin and caraway.	2007-03-02	17258753
Signal separation and determination of the enantiomeric purity of primary amines with (-)-myrtenal--a 13C NMR study.	2006-11	16678477
The nicholas approach to natural product hybrids.	2006-08-16	16741909
Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers.	2006-06-14	16756368
Synthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes.	2006-06	16892405
Electrophysiological and behavioral responses of Dendroctonus frontalis (Coleoptera: Curculionidae) to volatiles isolated from conspecifics.	2005-12	16539134
25 years of natural product R&D with New South Wales agriculture.	2005-10-31	18007515
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.	2005-05	17192005
Enantiomerically pure [1, 2-diamino-1-(4-fluorophenyl)butane]platinum(II) complexes: synthesis and antitumor activity against MCF-7 and MDA-MB 231 breast cancer and LnCaP/FGC prostate cancer cell lines.	2004-12	15597399
Transformation of terpenes using a Picea abies suspension culture.	2004-01-22	14711500
New 1,3-oxathianes derived from myrtenal: synthesis and reactivity.	2003-08-22	12919025
Cobalt-mediated approach for the synthesis of terpene-based hybrids.	2003-07-10	12841735
Synthetic routes for a new family of chiral tetradentate ligands containing pyridine rings.	2003-06-07	12945770
Ruthenium-catalyzed reaction of alpha,beta-unsaturated imines with carbon monoxide and alkenes leading to beta,gamma-unsaturated gamma-butyrolactams: involvement of direct carbonylation at olefinic C[bond]H Bonds as a key step.	2002-10-04	12353994
Synthesis and antitumor activity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)propane]dichloroplatinum(II) complexes.	2002-05	12210780
[Chemical constituents in volatile oil from fruits of Alpinia oxyphylla Miq].	2001-04	12525051
Degradation of pinene by Bacillus pallidus BR425.	1998	10192895

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:59:26 GMT 2025` Edited by `admin` on `Mon Mar 31 19:59:26 GMT 2025`
Record UNII	8J97443QRZ
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

2-FORMYL-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-ENE

Preferred Name

English

MYRTENAL, (±)-

Common Name

English

BICYCLO(3.1.1)HEPT-2-ENE-2-CARBOXALDEHYDE, 6,6-DIMETHYL-, (1R,5S)-REL-

Systematic Name

English

6,6-DIMETHYL-2-NORPINENE-2-CARBOXALDEHYDE

Systematic Name

English

BICYCLO(3.1.1)HEPT-2-ENE-2-CARBOXALDEHYDE, 6,6-DIMETHYL-

Systematic Name

English

2-FORMYL-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-ENE [FHFI]

Common Name

English

PIN-2-ENE-1-CARBALDEHYDE

Systematic Name

English

BENIHINAL

Common Name

English

FEMA NO. 3395

Code

English

(±)-MYRTENAL

Common Name

English

NSC-54384

Code

English

6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-ENE-2-CARBOXALDEHYDE

Systematic Name

English

MYRTENAL

Common Name

English

2-NORPINENE-2-CARBOXALDEHYDE, 6,6-DIMETHYL-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID8052227