Kahweol linoleate

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

MedKoo CAT#: 540249

CAS#: 108214-29-5

Description: Kahweol linoleate is a semi-syntetic derivative of kahweol, a natural product found in coffee beans. It exhibits a wide variety of biological activities, including inhibiting RANKL-induced osteoclast generation, inducing cell cycle arrest and apoptosis in oral squamous cell carcinoma cells, preventing aflatoxin B1 induced DNA adduct formation, and suppressing H2O2-induced DNA damage and oxidative stress.


Price and Availability

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Kahweol linoleate 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.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 540249
Name: Kahweol linoleate
CAS#: 108214-29-5
Chemical Formula: C38H56O4
Exact Mass: 576.4179
Molecular Weight: 576.86
Elemental Analysis: C, 79.12; H, 9.79; O, 11.09


Synonym: Kahweol linoleate

IUPAC/Chemical Name: (7-hydroxy-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-yl)methyl (9E,12E)-octadeca-9,12-dienoate

InChi Key: IXGJXUJPPPSOLY-ZDVGBALWSA-N

InChi Code: InChI=1S/C38H56O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-35(39)42-29-38(40)28-37-25-21-32-31-23-26-41-33(31)22-24-36(32,2)34(37)20-19-30(38)27-37/h7-8,10-11,22-24,26,30,32,34,40H,3-6,9,12-21,25,27-29H2,1-2H3/b8-7+,11-10+

SMILES Code: CCCCC/C=C/C/C=C/CCCCCCCC(OCC1(O)CC23CCC4C5=C(OC=C5)C=CC4(C)C2CCC1C3)=O


Technical Data

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).

Harmonized System Code:
293490


References

1: Złotek U, Karaś M, Gawlik-Dziki U, Szymanowska U, Baraniak B, Jakubczyk A. Antioxidant activity of the aqueous and methanolic extracts of coffee beans (Coffea arabica L.). Acta Sci Pol Technol Aliment. 2016 Jul-Sep;15(3):281-288. doi: 10.17306/J.AFS.2016.3.27. PubMed PMID: 28071027.

2: D'Amelio N, De Angelis E, Navarini L, Schievano E, Mammi S. Green coffee oil analysis by high-resolution nuclear magnetic resonance spectroscopy. Talanta. 2013 Jun 15;110:118-27. doi: 10.1016/j.talanta.2013.02.024. Epub 2013 Mar 4. PubMed PMID: 23618184.

3: Moeenfard M, Erny GL, Alves A. Variability of some diterpene esters in coffee beverages as influenced by brewing procedures. J Food Sci Technol. 2016 Nov;53(11):3916-3927. doi: 10.1007/s13197-016-2378-6. Epub 2016 Nov 7. PubMed PMID: 28035147; PubMed Central PMCID: PMC5156634.