LIMONENE, (±)-

Possibly Marketed Outside US

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H16
Molecular Weight	136.234
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=C)C1CCC(C)=CC1

InChI

InChIKey=XMGQYMWWDOXHJM-UHFFFAOYSA-N

InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3

HIDE SMILES / InChI

Molecular Formula	C10H16
Molecular Weight	136.234
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.toxipedia.org/display/toxipedia/Dipentene
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/11472817 | https://www.ncbi.nlm.nih.gov/pubmed/22146991 | https://www.ncbi.nlm.nih.gov/pubmed/20385194

LIMONENE, (±)- (Dipentene or Inactive limonene) is a colorless with a lemon-like odor terpene liquid. It is most commonly used as a solvent in a variety of products, like pesticides, paints, enamels, perfumes, hair color and others. Penetration of DL-limonene through the epidermis and dermis is very fast. Vere are some reports about contact dermatitis due to DL-limonene. Ingestion of dipentene can irritate the gastro-intestinal tract. DL-limonene may be recommended as a plant based antimicrobial as well as antioxidant food preservative for enhancement of shelf life of stored food commodities by checking their fungal growth, aflatoxin production and possessing antioxidant activity.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
response to oxidative stress 20 Target ID: GO:0006979 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20385194	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
In vitro studies on penetration of terpenes from matrix-type transdermal systems through human skin.	2001 Aug 14	11472817
Toxicity of Myristica fagrans seed compounds against Blattella germanica (Dictyoptera: Blattellidae).	2007 May	17547241
Comparative GC/MS analysis of essential oils extracted by 3 methods from the bud of Citrus aurantium L. var. amara Engl.	2011 Nov-Dec	22416680
Use of a deuterated internal standard with pyrolysis-GC/MS dimeric marker analysis to quantify tire tread particles in the environment.	2012 Nov 8	23202830
Evaluation of pharmacological activities and assessment of intraocular penetration of an ayurvedic polyherbal eye drop (Itone™) in experimental models.	2013 Jan 2	23280361

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

DL-limonene completely inhibited aflatoxin B(1) production at 250 ppm in SMKY broth medium.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:11:55 GMT 2023` Edited by `admin` on `Fri Dec 15 16:11:55 GMT 2023`
Record UNII	9MC3I34447
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LIMONENE, (±)-

Common Name

English

CYCLOHEXENE, 1-METHYL-4-(1-METHYLETHENYL)-

Systematic Name

English

LIMONENE [HSDB]

Common Name

English

EULIMEN

Common Name

English

CINENE

Common Name

English

1-METHYL-4-(1-METHYLETHENYL)CYCLOHEXENE

Systematic Name

English

4-ISOPROPENYL-1-METHYL-1-CYCLOHEXENE

Systematic Name

English

NESOL

Common Name

English

DIPENTENE

Common Name

English

CAJEPUTENE

Common Name

English

NSC-844

Code

English

(±)-1-METHYL-4-(1-METHYLETHENYL)CYCLOHEXENE

Systematic Name

English

LIMONENE [MI]

Common Name

English

DIPENTENE [VANDF]

Common Name

English

(±)-LIMONENE

Common Name

English

LIMONENE, DL-

Common Name

English

ORANGE X

Common Name

English

DIPENTEN

Common Name

English

TERPIN MONOHYDRATE IMPURITY C [EP IMPURITY]

Common Name

English

KAUTSCHIN

Common Name

English

NSC-21446

Code

English

LIMONENE, (±)- [II]

Common Name

English

Dipenten [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C68542