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PHORBOL

Product Name
PHORBOL
CAS No.
17673-25-5
Chemical Name
PHORBOL
Synonyms
PHORBOL;Phorbol >99%;Phorbol, >96%;4-beta-phorbol;phorbol white powder;phorbol practical grade;6,8-alpha-tetramethyl-l)-1;in stock Phorbol 17673-25-5;4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-et;4,9,12-beta,13,20-pentahydroxy-1,6-tigliadien-3-on
CBNumber
CB0741431
Molecular Formula
C20H28O6
Formula Weight
364.43
MOL File
17673-25-5.mol
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PHORBOL Property

Melting point:
162-163° and 233-234°; mp 249-250°
alpha 
D24 +102° (water); D20 +118° (c = 0.4 in dioxane)
Boiling point:
415.62°C (rough estimate)
Density 
1.4
refractive index 
1.4450 (estimate)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
Water Solubility 
Soluble in water
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: slightly soluble; PBS (pH 7.2): 1 mg/ml
form 
powder to crystal
pka
11.36±0.70(Predicted)
color 
White to Orange to Green
InChI
InChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18-,19-,20-/m1/s1
InChIKey
QGVLYPPODPLXMB-UBTYZVCOSA-N
SMILES
C1(=O)[C@]2(O)[C@]([H])([C@@]3(O)[C@H](C)[C@@H](O)[C@@]4(O)C(C)(C)[C@@]4([H])[C@]3([H])C=C(CO)C2)C=C1C
CAS DataBase Reference
17673-25-5
EPA Substance Registry System
Phorbol (17673-25-5)
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Safety

Hazard Codes 
T+
Risk Statements 
26/27/28-36/37/38
Safety Statements 
26-27-36/37/39-45-28
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
GZ0600000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29062990
Hazardous Substances Data
17673-25-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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.

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

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
P2732
Product name
Phorbol
Packaging
5MG
Price
$124
Updated
2024/03/01
TCI Chemical
Product number
P2732
Product name
Phorbol
Packaging
25MG
Price
$374
Updated
2024/03/01
Cayman Chemical
Product number
24479
Product name
Phorbol
Purity
≥98%
Packaging
1mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
24479
Product name
Phorbol
Purity
≥98%
Packaging
5mg
Price
$324
Updated
2024/03/01
TRC
Product number
P353480
Product name
Phorbol
Packaging
50mg
Price
$675
Updated
2021/12/16
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PHORBOL Chemical Properties,Usage,Production

Description

Phorbol is a diterpene originally isolated from croton oil. It is used as a starting material for the semisynthesis of various phorbol diesters, which are structurally analogous to diacylglycerol and activate PKC isoforms by associating with their C1 domains.

Uses

Phorbol is a plant-derived diterpene that exhibits various biological activities such as its role as tumor promoters through the activation of protein kinase C.

Preparation

Phorbol can be extracted from croton oil by two-phase alcoholysis and purified by high-speed counter-current chromatography[1]. The specific method is as follows:
The optimized operation conditions of biphasic alcoholysis were a reaction time of 91 min, a temperature of 14°C, and a croton oil-methanol ratio of 1:30 (g:ml). The phorbol during the biphasic alcoholysis was 3.2-fold higher in content than that obtained in conventional monophasic alcoholysis. The optimized high-speed countercurrent chromatography method was using the ethyl acetate/n-butyl alcohol/water at 4.7:0.3:5 (v:v:v) with Na2SO4 at 0.36 g/10 ml as the solvent system, using the mobile phase flow rate of 2 ml/min, the revolution of 800 r/min, under which the retention of the stationary phase was achieved at 72.83%. The crystallized phorbol following high-speed countercurrent chromatography was obtained as high purity of 94%.

Definition

ChEBI: A diterpenoid with the structure of tigliane hydroxylated at C-4, -9, -12(beta), -13 and -20, with an oxo group at C-3 and unsaturation at the 1- and 6-positions.

General Description

White solid.

Air & Water Reactions

Water soluble.

Reactivity Profile

PHORBOL is unstable to prolonged exposure to air, light and ambient temperatures. PHORBOL is also sensitive to acid and alkalis and is subject to autooxidation. PHORBOL dissolves slowly, therefore solution in a desired solvent is best accomplished by prolonged shaking under an inert atmosphere. .

Fire Hazard

PHORBOL is probably combustible.

Toxicology

Toxicity of Phorbol: Dermal (mouse) LD50: 36 mg - mild, Unlike its diesters, phorbol does not appear to be a co-carcinogen or to enhance chemical mutagenesis. Evidence of carcinogenicity is limited. Highly toxic by inhalation, in contact with skin and if swallowed. Irritating to eyes, respiratory system and skin.

References

[1] JIE-PING FAN. Biphasic alcoholysis coupled with high-speed countercurrent chromatography for high performance on separating phorbol from Croton tiglium Linn extracts[J]. Journal of separation science, 2023. DOI:10.1002/jssc.202200984.

PHORBOL Preparation Products And Raw materials

Raw materials

Preparation Products

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PHORBOL Suppliers

Canada 1 China 89 Germany 1 India 2 Japan 1 Switzerland 1 United Kingdom 2 United States 16 Global 113
MedChemexpress LLC
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+1-781-999-5354 +1-00000000000
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marketing@targetmol.com
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View Lastest Price from PHORBOL manufacturers

Baoji Guokang Bio-Technology Co., Ltd.
Product
PHORBOL 17673-25-5
Price
US $1732.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2021-06-08
Hpets Biotech Company (Chongqing) Co.,ltd
Product
Phorbol 17673-25-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100 tons
Release date
2023-03-23
Shanghai Standard Technology Co., Ltd.
Product
Phorbol 17673-25-5
Price
US $0.00/mg
Min. Order
10mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-05-09

17673-25-5, PHORBOLRelated Search:

PHORBOL PHORBOL (12-MYRISTOYL-13-ACETYL),PHORBOL 12-MYRISTATE 13-ACETATE,phorbol12-tetradecanoate13-acetat phorbol10,11-diacetat PHORBOL-12-BUTYRATE PHORBOL 12,13-DIBUTYRATE PHORBOL 12,13-DIDECANOATE PHORBOL 12-MYRISTATE-13-ACETATE-4-O-METHYL ETHER,PHORBOL 12-MYRISTATE 13-ACETATE 4-O-METHYL ETHER, 4BETA PHORBOL 12-N-METHYLANTHRANILATE PHORBOL 12-DECANOATE, 4BETA PHORBOL 12,13,20-TRIACETATE, 4BETA PHORBOL-12-MONOMYRISTATE,phorbol-12-myristat PHORBOL 13-ACETATE,PHORBOL 13-MONOACETATE PHORBOL 13-MYRISTATE 4-ALPHA-12-TETRADECANOYL PHORBOL 13-ACETATE 12-deoxy-phorbol,20-acetate-13-isobutyrat PHORBOL 12-PHENYLACETATE 13-ACETATE 20-HOMOVANILLATE PHORBOL 12,13-DINONANOATE 20-HOMOVANILLATE 4-Α-PHORBOL-12,13-DIDECANOATE

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  • PHORBOL
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  • High Purity Plant Extract Phorbol 17673-25-5 White Powder
  • in stock Phorbol 17673-25-5
  • 4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,6,8-tetramethyl-,(1ar-(1aalpha,1b
  • 4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-et
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  • Phorbol >99%
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  • 17673-25-5
  • Diterpenoids
  • Building block