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CAFESTOL

Product Name
CAFESTOL
CAS No.
469-83-0
Chemical Name
CAFESTOL
Synonyms
CAFESTOL;CAFESTEROL;Ccris 1518;Cafestol-RM;CAFESTOL(SH);Cafestol (>85%);(1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.0,12.0,]nonadeca-5(9),6-dien-17-ol;3bα,4,5,6,7,8,9,10,10aα,10b,11,12-Dodecahydro-7β-hydroxy-10bβ-methyl-5aβ,8β-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7α-methanol;(3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b,11,12-Dodecahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol;5A,8-Methano-5ah-cyclohepta(5,6)naphtho(2,1-B)furan-7-methanol, 3B,4,5,6,7,8,9,10,10A,10B,11,12-dodecahydro-7-hydroxy-10B-methyl-, (3bs,5as,7R,8R,10ar,10bs)-
CBNumber
CB3228995
Molecular Formula
C20H28O3
Formula Weight
316.43
MOL File
469-83-0.mol
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CAFESTOL Property

Melting point:
160-162℃ (Decomposition) (ethyl ether pentane )
alpha 
D -101°
Boiling point:
468.6±45.0 °C(Predicted)
Density 
1.23±0.1 g/cm3 (20 ºC 760 Torr)
RTECS 
PB9185090
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
Soluble in dichlormethane, DMSO or ethanol
pka
14.44±0.40(Predicted)
form 
White to off-white solid.
color 
Off-White to Light Beige
optical activity
-9724 (CHCl3)
Major Application
food and beverages
InChI
1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1
InChIKey
DNJVYWXIDISQRD-HWUKTEKMSA-N
SMILES
[o]1c2c(cc1)[C@@H]3[C@]([C@H]4[C@]5(C[C@H]([C@@](C5)(O)CO)CC4)CC3)(CC2)C
LogP
4.234 (est)
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
13999
Product name
Cafestol
Purity
≥98%
Packaging
5mg
Price
$48
Updated
2024/03/01
Cayman Chemical
Product number
13999
Product name
Cafestol
Purity
≥98%
Packaging
10mg
Price
$85
Updated
2024/03/01
Cayman Chemical
Product number
13999
Product name
Cafestol
Purity
≥98%
Packaging
50mg
Price
$210
Updated
2024/03/01
TRC
Product number
C079900
Product name
Cafestol(>85%)
Packaging
50mg
Price
$1295
Updated
2021/12/16
ChemScene
Product number
CS-0032793
Product name
Cafestol
Purity
99.91%
Packaging
5mg
Price
$99
Updated
2021/12/16
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CAFESTOL Chemical Properties,Usage,Production

Uses

Natural extract from coffee beans which induces glutathione S-transferase

Uses

Cafestol is a diterpene molecule that displays anti-carcinogenic properties in studies.

Definition

ChEBI: Cafestol is an organic heteropentacyclic compound and furan diterpenoid with formula C20H28O3 obtained from the unsaponifiable fraction of coffee oil (a lipid fraction obtained from coffee beans by organic solvent extraction). It has a role as a plant metabolite, an apoptosis inducer, a hypoglycemic agent, an angiogenesis inhibitor, an antineoplastic agent, an antioxidant and an anti-inflammatory agent. It is an organic heteropentacyclic compound, a tertiary alcohol, a diterpenoid, a member of furans and a primary alcohol.

in vivo

Cafestol (40-80 mg/kg; oral gavage ; 20 days) has antitumor effect in xenografted mouse model of colon cancer[3].
Cafestol (0.4-1.1 mg/day; feed administration; 10 weeks) shows antidiabetic activity in KKAy mice[4].

Animal Model:HCT116 cells treated BALB/C null mice[3]
Dosage:40 and 80 mg/kg
Administration:Oral gavage (i.g.); 20 days
Result:Increased the body weight, tumor suppression rate and decreased the tumor weight.
Did not change the colonic morphology.
Increased the richness and diversity of intestinal flora in tumor-bearing mice.
Stimulated autophagy in the colon tumors.
Animal Model:Male KKAy mice[4]
Dosage:0.4 and 1.1 mg/day
Administration:Feed administration; 10 weeks
Result:Reduced fasting plasma glucose and increased insulin secretion.
Reduced fasting glucagon was 20% lower and insulin sensitivity improved by 42% at dose of 1.1 mg.

IC 50

COX-2; NF-κB; ERK2

CAFESTOL Preparation Products And Raw materials

Raw materials

Preparation Products

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CAFESTOL Suppliers

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
Advantage
69
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Shanghai Winherb Medical Technology Co., Ltd.
Tel
021-38218169 13341702378
Fax
QQ:190129269
Email
winherb@126.com
Country
China
ProdList
1245
Advantage
58
Bide Pharmatech Ltd.
Tel
400-400-164-7117 18317119277
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
40000
Advantage
60
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9636
Advantage
58
Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
ProdList
8144
Advantage
55
Wuhan ChemFaces Biochemical Co., Ltd.
Tel
18607101326 15172504745
Fax
+86-27-84254680
Email
aileen@chemfaces.com
Country
China
ProdList
6905
Advantage
55
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Shanghai Haozhixiang Biotechnology Co., Ltd
Tel
526763801 13301653310
Fax
+86-21-51619052
Email
526763801@qq.com
Country
China
ProdList
9296
Advantage
55
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View Lastest Price from CAFESTOL manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
CAFESTOL 469-83-0
Price
US $1.00-100.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
300KG
Release date
2024-07-26
Career Henan Chemical Co
Product
CAFESTOL 469-83-0
Price
US $8.00/KG
Min. Order
1KG
Purity
>98% HPLC
Supply Ability
20 tons
Release date
2020-02-17

469-83-0, CAFESTOLRelated Search:


  • CAFESTEROL
  • CAFESTOL
  • 3bα,4,5,6,7,8,9,10,10aα,10b,11,12-Dodecahydro-7β-hydroxy-10bβ-methyl-5aβ,8β-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7α-methanol
  • 5A,8-Methano-5ah-cyclohepta(5,6)naphtho(2,1-B)furan-7-methanol, 3B,4,5,6,7,8,9,10,10A,10B,11,12-dodecahydro-7-hydroxy-10B-methyl-, (3bs-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-
  • 5A,8-Methano-5ah-cyclohepta(5,6)naphtho(2,1-B)furan-7-methanol, 3B,4,5,6,7,8,9,10,10A,10B,11,12-dodecahydro-7-hydroxy-10B-methyl-, (3bs,5as,7R,8R,10ar,10bs)-
  • Ccris 1518
  • CAFESTOL(SH)
  • (3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b,11,12-Dodecahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol
  • Cafestol (>85%)
  • (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.0,12.0,]nonadeca-5(9),6-dien-17-ol
  • Cafestol-RM
  • 469-83-0
  • Di-Terpenoids