Synonym
Lactobacillic Acid; (11R,12S)-lactobacillic acid; 10-[(1R,2S)-2-hexylcyclopropyl]decanoic acid; Lactobacillic acid [MI];
IUPAC/Chemical Name
10-[(1R,2S)-2-hexylcyclopropyl]decanoic acid
InChi Key
IJKRDVKGCQRKBI-ZWKOTPCHSA-N
InChi Code
1S/C19H36O2/c1-2-3-4-10-13-17-16-18(17)14-11-8-6-5-7-9-12-15-19(20)21/h17-18H,2-16H2,1H3,(H,20,21)/t17-,18+/m0/s1
SMILES Code
O=C(O)CCCCCCCCC[C@H]1[C@@H](CCCCCC)C1
Appearance
To be determined
Purity
>98% (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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
296.50
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.
| 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 |
1: Teixeira H, Gonçalves MG, Rozès N, Ramos A, San Romão MV. Lactobacillic acid accumulation in the plasma membrane of Oenococcus oeni: a response to ethanol stress? Microb Ecol. 2002 Jan;43(1):146-53. doi: 10.1007/s00248-001-0036-6. Epub 2002 Jan 23. PMID: 11984636.
2: Quach D, Parameswaran N, McCabe L, Britton RA. Characterizing how probiotic Lactobacillus reuteri 6475 and lactobacillic acid mediate suppression of osteoclast differentiation. Bone Rep. 2019 Nov 2;11:100227. doi: 10.1016/j.bonr.2019.100227. PMID: 31763377; PMCID: PMC6864341.
3: Shah S, White JM, Williams SJ. Total syntheses of cis-cyclopropane fatty acids: dihydromalvalic acid, dihydrosterculic acid, lactobacillic acid, and 9,10-methylenehexadecanoic acid. Org Biomol Chem. 2014 Dec 14;12(46):9427-38. doi: 10.1039/c4ob01863j. Epub 2014 Oct 16. PMID: 25321346.
4: HOFMANN K, PANOS C. The biotin-like activity of lactobacillic acid and related compounds. J Biol Chem. 1954 Oct;210(2):687-93. PMID: 13211606.
5: Berdeaux O, Gregoire S, Fournier C, Christie WW, Lambelet P, Sébédio JL. Detection of lactobacillic acid in low erucic rapeseed oil--A note of caution when quantifying cyclic fatty acid monomers in vegetable oils. Chem Phys Lipids. 2010 Sep;163(7):698-702. doi: 10.1016/j.chemphyslip.2010.07.002. Epub 2010 Jul 21. PMID: 20654602.
