MedKoo Cat#: 558218 | Name: Kahweol linoleate

Description:

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

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.

Chemical Structure

Kahweol linoleate
Kahweol linoleate
CAS#108214-29-5

Theoretical Analysis

MedKoo Cat#: 558218

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

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.
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Related CAS #
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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
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 576.86 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: 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.