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
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)
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)
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.
N-Bromosuccinimide Price
- Product number
- P2732
- Product name
- Phorbol
- Packaging
- 5MG
- Price
- $124
- Updated
- 2024/03/01
- Product number
- P2732
- Product name
- Phorbol
- Packaging
- 25MG
- Price
- $374
- Updated
- 2024/03/01
- Product number
- 24479
- Product name
- Phorbol
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $73
- Updated
- 2024/03/01
- Product number
- 24479
- Product name
- Phorbol
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $324
- Updated
- 2024/03/01
- Product number
- P353480
- Product name
- Phorbol
- Packaging
- 50mg
- Price
- $675
- Updated
- 2021/12/16
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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View Lastest Price from PHORBOL manufacturers
- Product
- PHORBOL 17673-25-5
- Price
- US $1732.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2021-06-08
- Product
- Phorbol 17673-25-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100 tons
- Release date
- 2023-03-23
- 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