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
Kinetics of dissociative electron transfer to ascaridole and dihydroascaridole-model bicyclic endoperoxides of biological relevance.	2001 Sep 17	11596944
Monoterpene hydroperoxides with trypanocidal activity from Chenopodium ambrosioides.	2002 Apr	11975490
Activity of ascaridol from the anthelmintic herb Chenopodium anthelminticum L. against sensitive and multidrug-resistant tumor cells.	2002 Nov-Dec	12553060
Antitumor activity of the essential oil from the leaves of Croton regelianus and its component ascaridole.	2009 Aug	19697341
Evaluation of the in vivo antimalarial activity of ethanolic leaf and stembark extracts of Anthocleista djalonensis.	2009 Dec	20407556
Volatile constituents and antibacterial screening of the essential oil of Chenopodium ambrosioides L. growing in Nigeria.	2009 Jul	19731609
Toxic effects of carvacrol, caryophyllene oxide, and ascaridole from essential oil of Chenopodium ambrosioides on mitochondria.	2009 Nov 1	19666043
Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit?	2010 Jan	20184036
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 Oct 8	20832072
The endoperoxide ascaridol shows strong differential cytotoxicity in nucleotide excision repair-deficient cells.	2012 Mar 15	22280988

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:23:25 GMT 2023` Edited by `admin` on `Fri Dec 15 15:23:25 GMT 2023`
Record UNII	1718D0GEVJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ASCARIDOLE

Common Name

English

ASCARIDOLE [MI]

Common Name

English

BOLDO ASCARIDOLE

Common Name

English

NSC-406266

Code

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