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MedKoo Cat#: 581983 | Name: Decaprenoic acid
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Description:

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

Decaprenoic acid is a branched carboxylic acid compound for organic synthesis and proteomics research.

Chemical Structure

Decaprenoic acid
Decaprenoic acid
CAS#459-80-3

Theoretical Analysis

MedKoo Cat#: 581983

Name: Decaprenoic acid

CAS#: 459-80-3

Chemical Formula: C10H16O2

Exact Mass: 168.1200

Molecular Weight: 168.24

Elemental Analysis: C, 71.39; H, 9.59; O, 19.02

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Decaprenoic acid; Geranid; Geranid Acid; Decaprenoic acid; RARECHEM AL BO 0140; Geranic acid; Neric acid
IUPAC/Chemical Name
3,7-Dimethyl-2,6-octadienoic acid
InChi Key
ZHYZQXUYZJNEHD-VQHVLOKHSA-N
InChi Code
InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+
SMILES Code
C(\CC\C=C(/C)C)(=C\C(O)=O)C
Appearance
Liquid
Purity
98% (GC, sum of isomers)
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 168.24 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
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PubMed PMID: 28701463; PubMed Central PMCID: PMC5582856. 7: Haruehanroengra P, Vangaveti S, Ranganathan SV, Wang R, Chen A, Sheng J. Nature's Selection of Geranyl Group as a tRNA Modification: The Effects of Chain Length on Base-Pairing Specificity. ACS Chem Biol. 2017 Jun 16;12(6):1504-1513. doi: 10.1021/acschembio.7b00108. Epub 2017 Apr 18. PubMed PMID: 28418649. 8: Engel KC, Stökl J, Schweizer R, Vogel H, Ayasse M, Ruther J, Steiger S. A hormone-related female anti-aphrodisiac signals temporary infertility and causes sexual abstinence to synchronize parental care. Nat Commun. 2016 Mar 22;7:11035. doi: 10.1038/ncomms11035. PubMed PMID: 27002429; PubMed Central PMCID: PMC4804164. 9: Jaworska M, Sikora E, Ogonowski J, Konieczna M. Study of O/W micro- and nano-emulsions based on propylene glycol diester as a vehicle for geranic acid. Acta Biochim Pol. 2015;62(2):229-33. doi: 10.18388/abp.2014_926. Epub 2015 Apr 9. PubMed PMID: 25856560. 10: Mi J, Becher D, Lubuta P, Dany S, Tusch K, Schewe H, Buchhaupt M, Schrader J. De novo production of the monoterpenoid geranic acid by metabolically engineered Pseudomonas putida. Microb Cell Fact. 2014 Dec 4;13:170. doi: 10.1186/s12934-014-0170-8. PubMed PMID: 25471523; PubMed Central PMCID: PMC4266966. 11: Brunel JM, Lieutaud A, Lome V, Pagès JM, Bolla JM. Polyamino geranic derivatives as new chemosensitizers to combat antibiotic resistant gram-negative bacteria. Bioorg Med Chem. 2013 Mar 1;21(5):1174-9. doi: 10.1016/j.bmc.2012.12.030. Epub 2013 Jan 3. PubMed PMID: 23352753. 12: Choi SY. Inhibitory effects of geranic acid derivatives on melanin biosynthesis. J Cosmet Sci. 2012 Nov-Dec;63(6):351-8. PubMed PMID: 23286867. 13: Yang T, Stoopen G, Yalpani N, Vervoort J, de Vos R, Voster A, Verstappen FW, Bouwmeester HJ, Jongsma MA. Metabolic engineering of geranic acid in maize to achieve fungal resistance is compromised by novel glycosylation patterns. Metab Eng. 2011 Jul;13(4):414-25. doi: 10.1016/j.ymben.2011.01.011. Epub 2011 Feb 4. PubMed PMID: 21296182. 14: Ilg A, Beyer P, Al-Babili S. Characterization of the rice carotenoid cleavage dioxygenase 1 reveals a novel route for geranial biosynthesis. FEBS J. 2009 Feb;276(3):736-47. doi: 10.1111/j.1742-4658.2008.06820.x. Epub 2008 Dec 19. PubMed PMID: 19120446. 15: Masuda T, Odaka Y, Ogawa N, Nakamoto K, Kuninaga H. Identification of geranic acid, a tyrosinase inhibitor in lemongrass (Cymbopogon citratus). J Agric Food Chem. 2008 Jan 23;56(2):597-601. Epub 2007 Dec 15. PubMed PMID: 18081247. 16: Chatterjee T. Biotransformation of geraniol by Rhodococcus sp. strain GR3. Biotechnol Appl Biochem. 2004 Jun;39(Pt 3):303-6. PubMed PMID: 15154841. 17: Tóth M, Furlan L, Yatsynin VG, Ujváry I, Szarukán I, Imrei Z, Tolasch T, Francke W, Jossi W. Identification of pheromones and optimization of bait composition for click beetle pests (Coleoptera: Elateridae) in Central and Western Europe. Pest Manag Sci. 2003 Apr;59(4):417-25. PubMed PMID: 12701702. 18: Wolken WA, van der Werf MJ. Geraniol biotransformation-pathway in spores of Penicillium digitatum. Appl Microbiol Biotechnol. 2001 Dec;57(5-6):731-7. PubMed PMID: 11778886. 19: Heyen U, Harder J. Geranic acid formation, an initial reaction of anaerobic monoterpene metabolism in denitrifying Alcaligenes defragrans. Appl Environ Microbiol. 2000 Jul;66(7):3004-9. PubMed PMID: 10877798; PubMed Central PMCID: PMC92103. 20: Alexander DC, Valvano MA. Role of the rfe gene in the biosynthesis of the Escherichia coli O7-specific lipopolysaccharide and other O-specific polysaccharides containing N-acetylglucosamine. J Bacteriol. 1994 Nov;176(22):7079-84. PubMed PMID: 7525537; PubMed Central PMCID: PMC197083.

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JH-RE-06