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LUPULONE

Product Name
LUPULONE
CAS No.
468-28-0
Chemical Name
LUPULONE
Synonyms
lupulon;b’’-acid;LUPULONE;B-LUPULIC ACID;lohexadien-1-one;BETA-BITTER ACID;BETA-LUPULIC ACID;Lupulone beta-acid;Coclaurine Impurity 3;Lupulone (stable DCHA salt)
CBNumber
CB8136556
Molecular Formula
C26H38O4
Formula Weight
414.58
MOL File
468-28-0.mol
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LUPULONE Property

Melting point:
93℃
Boiling point:
453.43°C (rough estimate)
Density 
1.045±0.06 g/cm3 (20 ºC 760 Torr)
vapor pressure 
0Pa at 20℃
refractive index 
1.4840 (estimate)
storage temp. 
Store at -20°C
solubility 
Methanol: slightly soluble
form 
A solid
pka
4.50±1.00(Predicted)
color 
White to off-white
Water Solubility 
1g/L at 20℃
Stability:
Hygroscopic
Major Application
food and beverages
pharmaceutical
LogP
4.5 at 20℃
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
2811
WGK Germany 
WGK 3
RTECS 
OK5950000
HazardClass 
6.1(b)
PackingGroup 
III
Storage Class
11 - Combustible Solids
Toxicity
LD50 in mice, rats (mg/kg): 525, 100 orally (Hnsel, Wagener)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
28481
Product name
Lupulone
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
28481
Product name
Lupulone
Packaging
10mg
Price
$384
Updated
2024/03/01
Cayman Chemical
Product number
28481
Product name
Lupulone
Packaging
5mg
Price
$202
Updated
2024/03/01
TRC
Product number
L478000
Product name
Lupulone
Packaging
10mg
Price
$185
Updated
2021/12/16
Biosynth Carbosynth
Product number
FL74820
Product name
Lupulone
Packaging
10mg
Price
$300
Updated
2021/12/16
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LUPULONE Chemical Properties,Usage,Production

Uses

Lupulone is a hop plant (Humulus lupulus L.) acid that inhibits tumorigenicity of hepatocellular carcinoma cells.

Definition

ChEBI: Lupulone is a beta-bitter acid in which the acyl group is specified as 3-methylbutanoyl. It has a role as an antimicrobial agent, an apoptosis inducer, an angiogenesis inhibitor and an antineoplastic agent. It is a conjugate acid of a lupulone(1-).

Synthesis

The process for the extraction and isolation of Lupulone from hops is as follows: Step a, the hops compression is loaded into a subcritical ultrasonic extractor, the appropriate temperature and pressure are selected, the R134a mixed solvent is passed into the extractor, the active ingredients in the extracted substance are dissolved in the liquid or subcritical state of the R134a mixed solvent, and the resulting extract is filtered through the filter, and the filtrate is pumped into the separator. Step b, the temperature and pressure are adjusted so that the R134a in the R134a mixed solvent is converted from liquid state to gas state and separated from the extract, and the extract containing methanol is concentrated by the concentrating evaporator to obtain the hop extract, which enters into the analyzing crystallization section. The solvent (R134a, methanol) obtained from evaporation is recovered by condensation system and returned to the extraction device for recycling. Step c, take a certain amount of hop extract in a reactor, add water according to the weight ratio of hop extract:water=1:2, adjust the pH to 8.5-9.0 with 10% NaOH at a temperature of 45??-50??, stir for 30min, and let it stand at room temperature for 6h, extract and filter, and collect insoluble matter. Step d, the insoluble material was added to water at the weight ratio of insoluble material:water = 1:10, and the pH was adjusted to 12.5 to 13.0 with 10% NaOH at 45??C to 50??C, stirred for 30 min, and allowed to stand for 6h at room temperature, and filtered. Step e, the filtrate with dilute phosphoric acid to adjust the pH value to 8.5, stirring for 30min, filtration, the collection of insoluble material, that is, to obtain the crude serpentine ketone; hexane on the serpentine ketone crude recrystallization of the white needle state Lupulone.

Purification Methods

Crystallise Lupulon from 90% MeOH, hexane or pet ether at low temperature. It has also been purified by chromatography through Kieselgel. [Wieland et al. Chem Ber 102 2012 1925, Riedl Chem Ber 85 692 1952, Beilstein 7 II 856, 7 III 4752, 7 IV 2866.]

LUPULONE Preparation Products And Raw materials

Raw materials

Preparation Products

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LUPULONE Suppliers

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
ProdList
8144
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 YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
Shanghai ChengShao Biological Technology Co., Ltd.
Tel
021-61847300 13341622919
Fax
021-61847300
Email
shcss01@163.com
Country
China
ProdList
4808
Advantage
58
Guangdong wengjiang Chemical Reagent Co., Ltd.
Tel
0751-2886750 13927877953
Fax
0751-2886750
Email
3005811397@qq.com
Country
China
ProdList
13303
Advantage
58
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
021-4009004166/18616739031 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52679
Advantage
58
Guangdong wengjiang Chemical Reagent Co., Ltd.
Tel
0751-2815688 13927872512
Fax
0751-8963795
Email
3007421951@qq.com
Country
China
ProdList
9917
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57422
Advantage
58
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View Lastest Price from LUPULONE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
LUPULONE 468-28-0
Price
US $1.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KG
Release date
2024-07-25
Shaanxi Dideu Medichem Co. Ltd
Product
LUPULONE 468-28-0
Price
US $1.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KG
Release date
2024-07-25
Career Henan Chemical Co
Product
Lupulone 468-28-0
Price
US $1.00/g
Min. Order
1g
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-10

468-28-0, LUPULONERelated Search:


  • 2,4-cyclohexadien-1-one,3,5-dihydroxy-4-isovaleryl-2,6,6-tris(3-methyl-2-but
  • 3,5-dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(3-methyl-1-oxobutyl)-2,4-cyc
  • b’’-acid
  • lohexadien-1-one
  • lupulon
  • LUPULONE
  • B-LUPULIC ACID
  • BETA-LUPULIC ACID
  • BETA-BITTER ACID
  • 3,5-DIHYDROXY-2,6,6-TRIS(3-METHYL-2-BUTENYL)-4-(3-METHYLBUTYRYL)-2,4-CYCLOHEXADIENONE
  • Lupulone beta-acid
  • 3,5-dihydroxy-2,6,6-tris(3-methylbut-2-enyl)-4-(3-methyl-1-oxobutyl)cyclohexa-2,4-dien-1-one
  • 3,5-dihydroxy-2,6,6-tris(3-methylbuten-2-yl)-4-(3-methyl-1-oxobutyl)cyclohexa-2,4-dien-1-one
  • 1-Amino-8-naphthol-3,5-disulfonic acid
  • 5-Amino-4-hydroxy-1,7-naphthalenedisulfonic acid
  • β-Bitter acid, β-Lupulic acid, 3,5-Dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(3-methylbutyryl)-2,4-cyclohexadienone
  • 3,5-Dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(3-methyl-1-oxobutyl)-2,4-cyclohexadien-1-one
  • 3,5-dihydroxy-2-(3-methylbutanoyl)-4,6,6-tris(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
  • 3,5-dihydroxy-2-isovaleryl-4,6,6-tris(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
  • 3,5-DIHYDROXY-2-(3-METHYLBUTANOYL)-4,6,6-TRIS(3-METHYLBUT-2-ENYL)CYCLOHE
  • 2,4-Cyclohexadien-1-one,3,5-dihydroxy-2,6,6-tris(3-methyl-2-buten-1-yl)-4-(3-methyl-1-oxobutyl)-
  • Coclaurine Impurity 3
  • Lupulone (stable DCHA salt)
  • 468-28-0
  • Analytical Chromatography Product Catalog
  • Alphabetic
  • Analytical Standards
  • Hop Compounds