WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 596098
CAS#: 502-75-0
Description: Jalapinolic acid is a hydroxypalmitic acid that is palmitic acid substituted by hydroxy group at position 11 (the 11S stereoisomer).
MedKoo Cat#: 596098
Name: Jalapinolic acid
CAS#: 502-75-0
Chemical Formula: C16H32O3
Exact Mass: 272.2351
Molecular Weight: 272.42
Elemental Analysis: C, 70.54; H, 11.84; O, 17.62
Jalapinolic acid is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.
Synonym: Hexadecanoic acid, 11-hydroxy-; Jalapinolic acid; 11-Hydroxyhexadecanoic acid;
IUPAC/Chemical Name: 11-hydroxyhexadecanoic acid
InChi Key: YNQGVRJFSHTULP-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H32O3/c1-2-3-9-12-15(17)13-10-7-5-4-6-8-11-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)
SMILES Code: CCCCCC(O)CCCCCCCCCC(O)=O
The following data is based on the product molecular weight 272.42 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: Ono M, Kanemaru Y, Yasuda S, Okawa M, Kinjo J, Miyashita H, Yokomizo K, Yoshimitsu H, Nohara T. A new resin glycoside from Calystegia soldanella and its antiviral activity towards herpes. Nat Prod Res. 2017 Nov;31(22):2660-2664. doi: 10.1080/14786419.2017.1280492. Epub 2017 Jan 20. PubMed PMID: 28105860.
2: Cruz-Morales S, Castañeda-Gómez J, Rosas-Ramírez D, Fragoso-Serrano M, Figueroa-González G, Lorence A, Pereda-Miranda R. Resin Glycosides from Ipomoea alba Seeds as Potential Chemosensitizers in Breast Carcinoma Cells. J Nat Prod. 2016 Dec 23;79(12):3093-3104. doi: 10.1021/acs.jnatprod.6b00782. Epub 2016 Nov 23. PubMed PMID: 28006904.
3: Wang L, Yan YS, Cui HH, Yin YQ, Pan JT, Yu BW. Three new resin glycosides compounds from Argyreia acuta and their α-glucosidase inhibitory activity. Nat Prod Res. 2017 Mar;31(5):537-542. doi: 10.1080/14786419.2016.1201669. Epub 2016 Jul 11. PubMed PMID: 27400121.
4: León-Rivera I, Del Río-Portilla F, Enríquez RG, Rangel-López E, Villeda J, Rios MY, Navarrete-Vázquez G, Hurtado-Días I, Guzmán-Valdivieso U, Núñez-Urquiza V, Escobedo-Martínez C. Hepta-, hexa-, penta-, tetra-, and trisaccharide resin glycosides from three species of Ipomoea and their antiproliferative activity on two glioma cell lines. Magn Reson Chem. 2017 Mar;55(3):214-223. doi: 10.1002/mrc.4476. Epub 2016 Jul 28. PubMed PMID: 27370528.
5: Yin YQ, Pan JT, Yu BW, Cui HH, Yan YS, Chen YF. Two pentasaccharide resin glycosides from Argyreia acuta. Nat Prod Res. 2016;30(1):20-4. doi: 10.1080/14786419.2015.1030739. Epub 2015 Apr 30. PubMed PMID: 25925631.
6: Pan JT, Yu BW, Yin YQ, Li JH, Wang L, Guo LB, Shen ZB. Four new pentasaccharide resin glycosides from Ipomoea cairica with strong α-glucosidase inhibitory activity. Molecules. 2015 Apr 14;20(4):6601-10. doi: 10.3390/molecules20046601. PubMed PMID: 25875039.
7: Rosas-Ramírez D, Pereda-Miranda R. Batatins VIII-XI, glycolipid ester-type dimers from Ipomoea batatas. J Nat Prod. 2015 Jan 23;78(1):26-33. doi: 10.1021/np500523w. Epub 2014 Dec 22. PubMed PMID: 25531152.
8: León-Rivera I, Castro JM, Mirón-López G, del Río-Portilla F, Enríquez RG, Reynolds WF, Estrada-Soto S, Rendón-Vallejo P, del Carmen Gutiérrez M, Herrera-Ruiz M, Mendoza A, Vargas G. Resin glycosides from Ipomoea tyrianthina and their sedative and vasorelaxant effects. J Nat Med. 2014 Oct;68(4):655-67. doi: 10.1007/s11418-014-0844-x. Epub 2014 May 18. PubMed PMID: 24838512.
9: Yu B, Luo J, Wang J, Zhang D, Yu S, Kong L. Pentasaccharide resin glycosides from Ipomoea cairica and their cytotoxic activities. Phytochemistry. 2013 Nov;95:421-7. doi: 10.1016/j.phytochem.2013.07.006. Epub 2013 Aug 15. PubMed PMID: 23954073.
10: Cruz-Morales S, Castañeda-Gómez J, Figueroa-González G, Mendoza-García AD, Lorence A, Pereda-Miranda R. Mammalian multidrug resistance lipopentasaccharide inhibitors from Ipomoea alba seeds. J Nat Prod. 2012 Sep 28;75(9):1603-11. Epub 2012 Aug 27. PubMed PMID: 22924480.
11: Yu BW, Luo JG, Wang JS, Zhang DM, Yu SS, Kong LY. Pentasaccharide resin glycosides from Ipomoea pes-caprae. J Nat Prod. 2011 Apr 25;74(4):620-8. doi: 10.1021/np100640f. Epub 2011 Feb 21. PubMed PMID: 21338052.
12: Yin YQ, Wang JS, Luo JG, Kong LY. Novel acylated lipo-oligosaccharides from the tubers of Ipomoea batatas. Carbohydr Res. 2009 Mar 10;344(4):466-73. doi: 10.1016/j.carres.2008.12.022. Epub 2009 Jan 3. PubMed PMID: 19159869.
13: Chérigo L, Pereda-Miranda R, Gibbons S. Bacterial resistance modifying tetrasaccharide agents from Ipomoea murucoides. Phytochemistry. 2009 Jan;70(2):222-7. doi: 10.1016/j.phytochem.2008.12.005. Epub 2009 Jan 10. PubMed PMID: 19136125.
14: Noda N, Horiuchi Y. The resin glycosides from the sweet potato (Ipomoea batatas L. LAM.). Chem Pharm Bull (Tokyo). 2008 Nov;56(11):1607-10. PubMed PMID: 18981615.
15: Escalante-Sánchez E, Rosas-Ramírez D, Linares E, Bye R, Pereda-Miranda R. Batatinosides II-VI, acylated lipooligosaccharides from the resin glycosides of sweet potato. J Agric Food Chem. 2008 Oct 22;56(20):9423-8. doi: 10.1021/jf801973m. Epub 2008 Sep 25. PubMed PMID: 18816059.
16: Escobedo-Martínez C, Pereda-Miranda R. Resin glycosides from Ipomoea pes-caprae. J Nat Prod. 2007 Jun;70(6):974-8. Epub 2007 May 19. PubMed PMID: 17511505.
17: Pereda-Miranda R, Fragoso-Serrano M, Escalante-Sanchez E, Hernandez-Carlos B, Linares E, Bye R. Profiling of the resin glycoside content of Mexican jalap roots with purgative activity. J Nat Prod. 2006 Oct;69(10):1460-6. PubMed PMID: 17067162.
18: Chérigo L, Pereda-Miranda R. Resin glycosides from the flowers of Ipomoea murucoides. J Nat Prod. 2006 Apr;69(4):595-9. PubMed PMID: 16643033.
19: Pereda-Miranda R, Escalante-Sánchez E, Escobedo-Martínez C. Characterization of lipophilic pentasaccharides from beach morning glory (Ipomoea pes-caprae). J Nat Prod. 2005 Feb;68(2):226-30. Erratum in: J Nat Prod. 2006 May;69(5):862. PubMed PMID: 15730248.
20: Brito-Arias M, Pereda-Miranda R, Heathcock CH. Synthesis of tricolorin F. J Org Chem. 2004 Jul 9;69(14):4567-70. PubMed PMID: 15230576.