l-Limonene
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    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H597485

CAS#: 5989-54-8

Description: l-Limonene is a monoterpenoid compound, and is mostly used in perfumery and in flavoring. On irradiation, it undergoes radiolysis, which leads to a reduction in the optical purity. l-Limonene also shows potent antimicrobial activity.

Chemical Structure

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l-Limonene
CAS# 5989-54-8
Instruction

Theoretical Analysis

Hodoodo Cat#: H597485
Name: l-Limonene
CAS#: 5989-54-8
Chemical Formula: C10H16
Exact Mass: 136.13
Molecular Weight: 136.238
Elemental Analysis: C, 88.16; H, 11.84

Price and Availability

Size Price Availability Quantity
50g USD 350 2 Weeks
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Synonym: l-Limonene; (S)-Limonene; beta-Limonene; AI3-25390;

IUPAC/Chemical Name: (S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

InChi Key: XMGQYMWWDOXHJM-SNVBAGLBSA-N

InChi Code: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1

SMILES Code: CC1=CC[C@@H](C(C)=C)CC1

Appearance: Liquid

Purity: >96% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 136.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Hajagos-Tóth J, Hódi Á, Seres AB, Gáspár R. Effects of d- and l-limonene on the pregnant rat myometrium in vitro. Croat Med J. 2015 Oct;56(5):431-8. PubMed PMID: 26526880; PubMed Central PMCID: PMC4655928.

2: Zhang CF, Yang ZL, Luo JB. [Effects of D-limonene and L-limonene on transdermal absorption of ligustrazine hydrochloride]. Yao Xue Xue Bao. 2006 Aug;41(8):772-7. Chinese. PubMed PMID: 17039786.

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4: Chung IM, Seo SH, Kang EY, Park WH, Moon HI. Larvicidal effects of the major essential oil of Pittosporum tobira against Aedes aegypti (L.). J Enzyme Inhib Med Chem. 2010 Jun;25(3):391-3. doi: 10.3109/14756360903185952. Retraction in: J Enzyme Inhib Med Chem. 2012 Oct;27(5):758. PubMed PMID: 19874194.

5: Maruyama T, Ito M, Kiuchi F, Honda G. Molecular cloning, functional expression and characterization of d-limonene synthase from Schizonepeta tenuifolia. Biol Pharm Bull. 2001 Apr;24(4):373-7. PubMed PMID: 11305598.

6: Deweer C, Yaguiyan A, Muchembled J, Sahmer K, Dermont C, Halama P. In vitro evaluation of dill seed essential oil antifungal activities to control Zymoseptoria tritici. Commun Agric Appl Biol Sci. 2013;78(3):489-95. PubMed PMID: 25151824.

7: Chen J, Lu M, Jing Y, Dong J. The synthesis of L-carvone and limonene derivatives with increased antiproliferative effect and activation of ERK pathway in prostate cancer cells. Bioorg Med Chem. 2006 Oct 1;14(19):6539-47. Epub 2006 Jun 27. PubMed PMID: 16806947.

8: Foti C, Zambonin CG, Conserva A, Casulli C, D'Accolti L, Angelini G. Occupational contact dermatitis to a limonene-based solvent in a histopathology technician. Contact Dermatitis. 2007 Feb;56(2):109-12. PubMed PMID: 17244081.

9: Maruyama T, Saeki D, Ito M, Honda G. Molecular cloning, functional expression and characterization of d-limonene synthase from Agastache rugosa. Biol Pharm Bull. 2002 May;25(5):661-5. PubMed PMID: 12033511.

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14: Jitviriyanon S, Phanthong P, Lomarat P, Bunyapraphatsara N, Porntrakulpipat S, Paraksa N. In vitro study of anti-coccidial activity of essential oils from indigenous plants against Eimeria tenella. Vet Parasitol. 2016 Sep 15;228:96-102. doi: 10.1016/j.vetpar.2016.08.020. Epub 2016 Aug 28. PubMed PMID: 27692340.

15: Kim MJ, Yang KW, Kim SS, Park SM, Park KJ, Kim KS, Choi YH, Cho KK, Hyun CG. Chemical composition and anti-inflammation activity of essential oils from Citrus unshiu flower. Nat Prod Commun. 2014 May;9(5):727-30. PubMed PMID: 25026734.

16: van Beilen JB, Holtackers R, Lüscher D, Bauer U, Witholt B, Duetz WA. Biocatalytic production of perillyl alcohol from limonene by using a novel Mycobacterium sp. cytochrome P450 alkane hydroxylase expressed in Pseudomonas putida. Appl Environ Microbiol. 2005 Apr;71(4):1737-44. PubMed PMID: 15811996; PubMed Central PMCID: PMC1082528.

17: Surratt JD, Gómez-González Y, Chan AW, Vermeylen R, Shahgholi M, Kleindienst TE, Edney EO, Offenberg JH, Lewandowski M, Jaoui M, Maenhaut W, Claeys M, Flagan RC, Seinfeld JH. Organosulfate formation in biogenic secondary organic aerosol. J Phys Chem A. 2008 Sep 11;112(36):8345-78. doi: 10.1021/jp802310p. Epub 2008 Aug 19. PubMed PMID: 18710205.

18: Kim MJ, Yang KW, Kim SS, Park SM, Park KJ, Kim KS, Choi YH, Cho KK, Lee NH, Hyun CG. Chemical composition and anti-inflammatory effects of essential oil from Hallabong flower. EXCLI J. 2013 Nov 7;12:933-42. eCollection 2013. PubMed PMID: 27366141; PubMed Central PMCID: PMC4928015.

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20: Mohamad RH, El-Bastawesy AM, Abdel-Monem MG, Noor AM, Al-Mehdar HA, Sharawy SM, El-Merzabani MM. Antioxidant and anticarcinogenic effects of methanolic extract and volatile oil of fennel seeds (Foeniculum vulgare). J Med Food. 2011 Sep;14(9):986-1001. doi: 10.1089/jmf.2008.0255. Epub 2011 Aug 3. PubMed PMID: 21812646.