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

MedKoo CAT#: 540250

CAS#: 108214-30-8

Description: Kahweol oleate is emi-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

Size
Price

10mg
USD 530
Size
Price

Size
Price

Kahweol oleate purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 540250
Name: Kahweol oleate
CAS#: 108214-30-8
Chemical Formula: C38H58O4
Exact Mass: 578.4335
Molecular Weight: 578.87
Elemental Analysis: C, 78.85; H, 10.10; O, 11.06


Synonym: Kahweol oleate

IUPAC/Chemical Name: ((3bR,5aS,7S,8S,10aS,10bR)-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 oleate

InChi Key: MDXDAWWJXQHCAA-RWDNSPHTSA-N

InChi Code: InChI=1S/C38H58O4/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/h10-11,22-24,26,30,32,34,40H,3-9,12-21,25,27-29H2,1-2H3/b11-10-/t30-,32-,34+,36-,37-,38+/m0/s1

SMILES Code: CCCCCCCC/C=C\CCCCCCCC(OC[C@]1(O)C[C@@]23CC[C@H]4C5=C(OC=C5)C=C[C@]4(C)[C@H]2CC[C@H]1C3)=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: 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.

2: Rustan AC, Halvorsen B, Huggett AC, Ranheim T, Drevon CA. Effect of coffee lipids (cafestol and kahweol) on regulation of cholesterol metabolism in HepG2 cells. Arterioscler Thromb Vasc Biol. 1997 Oct;17(10):2140-9. PubMed PMID: 9351383.

3: Halvorsen B, Ranheim T, Nenseter MS, Huggett AC, Drevon CA. Effect of a coffee lipid (cafestol) on cholesterol metabolism in human skin fibroblasts. J Lipid Res. 1998 Apr;39(4):901-12. PubMed PMID: 9555953.

4: Ranheim T, Halvorsen B, Huggett AC, Blomhoff R, Drevon CA. Effect of a coffee lipid (cafestol) on regulation of lipid metabolism in CaCo-2 cells. J Lipid Res. 1995 Oct;36(10):2079-89. PubMed PMID: 8576635.

5: 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.