MedKoo Cat#: 596098 | Name: Jalapinolic acid

Description:

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

Jalapinolic acid is a hydroxypalmitic acid that is palmitic acid substituted by hydroxy group at position 11 (the 11S stereoisomer).

Chemical Structure

Jalapinolic acid
Jalapinolic acid
CAS#502-75-0

Theoretical Analysis

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
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
Appearance
Solid powder
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
Soluble in DMSO
Shelf Life
>2 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 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.

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
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.