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Details

Stereochemistry RACEMIC
Molecular Formula C10H16
Molecular Weight 136.2344
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIMONENE, (+/-)-

SMILES

C=C(C)C1CC=C(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 136.2344
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
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

Sources: DOI: 10.1002/jlac.18842250304

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
DL-limonene completely inhibited aflatoxin B(1) production at 250 ppm in SMKY broth medium.
Substance Class Chemical
Created
by admin
on Sat Jun 26 00:05:27 UTC 2021
Edited
by admin
on Sat Jun 26 00:05:27 UTC 2021
Record UNII
9MC3I34447
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LIMONENE, (+/-)-
II  
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
VANDF  
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
DIPENTEN [WHO-DD]
Common Name English
(+/-)-LIMONENE
Common Name English
LIMONENE, DL-
Common Name English
ORANGE X
Common Name English
DIPENTEN
WHO-DD  
Common Name English
LIMONENE, ()-
Common Name English
KAUTSCHIN
Common Name English
TERPIN MONOHYDRATE IMPURITY C [EP]
Common Name English
NSC-21446
Code English
LIMONENE, (+/-)- [II]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C68542
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
Code System Code Type Description
ECHA (EC/EINECS)
205-341-0
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
HSDB
1809
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
EPA CompTox
138-86-3
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
CAS
7705-14-8
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
ALTERNATIVE
FDA UNII
9MC3I34447
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
EVMPD
SUB37237
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
NCI_THESAURUS
C61709
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
ECHA (EC/EINECS)
231-732-0
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
ALTERNATIVE
PUBCHEM
22311
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
RXCUI
1426477
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
ALTERNATIVE RxNorm
MERCK INDEX
M6816
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY Merck Index
CAS
138-86-3
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
MESH
C008281
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
RXCUI
1363991
Created by admin on Sat Jun 26 00:05:27 UTC 2021 , Edited by admin on Sat Jun 26 00:05:27 UTC 2021
PRIMARY
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