Kahweol oleate | CAS#108214-30-8 | includes inhibition of RANKL-induced osteoclast generation

MedKoo Cat#: 540250 | Name: Kahweol oleate

Description:

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

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.

Chemical Structure

Kahweol oleate

CAS#108214-30-8

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

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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

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 578.87 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: 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.