ASCARIDOLE

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H16O2
Molecular Weight	168.2328
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)[C@@]12CC[C@@](C)(OO1)C=C2

InChI

InChIKey=MGYMHQJELJYRQS-VHSXEESVSA-N

InChI=1S/C10H16O2/c1-8(2)10-6-4-9(3,5-7-10)11-12-10/h4,6,8H,5,7H2,1-3H3/t9-,10+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C10H16O2
Molecular Weight	168.2328
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
The endoperoxide ascaridol shows strong differential cytotoxicity in nucleotide excision repair-deficient cells.	2012-03-15	22280988
Evaluation of tea tree oil quality and ascaridole: a deep study by means of chiral and multi heart-cuts multidimensional gas chromatography system coupled to mass spectrometry detection.	2010-10-08	20832072
Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit?	2010-01	20184036
Evaluation of the in vivo antimalarial activity of ethanolic leaf and stembark extracts of Anthocleista djalonensis.	2009-12	20407556
Toxic effects of carvacrol, caryophyllene oxide, and ascaridole from essential oil of Chenopodium ambrosioides on mitochondria.	2009-11-01	19666043
Antitumor activity of the essential oil from the leaves of Croton regelianus and its component ascaridole.	2009-08	19697341
Volatile constituents and antibacterial screening of the essential oil of Chenopodium ambrosioides L. growing in Nigeria.	2009-07	19731609
Ascaridole and related peroxides from the genus Chenopodium.	2008-12	19219209
Larvicidal and nematicidal activities of the leaf essential oil of Croton regelianus.	2008-12	19089831
Determination and pharmacokinetics of ascaridole in rat plasma by gas chromatography-mass spectrometry.	2008-11-04	18684580
Combined analysis of the essential oil of Chenopodium ambrosioides by GC, GC-MS and 13C-NMR spectroscopy: quantitative determination of ascaridole, a heat-sensitive compound.	2004-10-29	15508830
Ascaridole-less infusions of Chenopodium ambrosioides contain a nematocide(s) that is(are) not toxic to mammalian smooth muscle.	2004-06	15138003
Seasonal and phenological variations of the essential oil from the narrow endemic species Artemisia molinieri and its biological activities.	2003-11-19	14611181
Activity of ascaridol from the anthelmintic herb Chenopodium anthelminticum L. against sensitive and multidrug-resistant tumor cells.	2003-01-30	12553060
Monoterpene hydroperoxides with trypanocidal activity from Chenopodium ambrosioides.	2002-04	11975490
Kinetics of dissociative electron transfer to ascaridole and dihydroascaridole-model bicyclic endoperoxides of biological relevance.	2001-09-17	11596944

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:56:07 GMT 2025` Edited by `admin` on `Mon Mar 31 17:56:07 GMT 2025`
Record UNII	1718D0GEVJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-406266

Preferred Name

English

ASCARIDOLE

Common Name

English

ASCARIDOLE [MI]

Common Name

English

BOLDO ASCARIDOLE

Common Name

English

ASCARIDOLE, (±)-

Common Name

English

(±)-ASCARIDOLE

Common Name

English

Ascaridole [WHO-DD]

Common Name

English

(Z)-ASCARIDOLE

Common Name

English

ASKARIDOL

Common Name

English

ASCARIDOL

Common Name

English

ASCARICUM

Common Name

English

2,3-DIOXABICYCLO(2.2.2)OCT-5-ENE, 1-METHYL-4-(1-METHYLETHYL)-

Systematic Name

English

P-MENTH-2-ENE, 1,4-EPIDIOXY-

Common Name

English

NSC-406924

Code

English

ASCARISIN

Common Name

English

ASCARIDOLE [MART.]

Common Name

English

1,4-PEROXY-P-MENTH-2-ENE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID90871726