ChemicalBook > CAS DataBase List > PHORBOL

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, 10 mM in DMSO;phorbol practical grade;6,8-alpha-tetramethyl-l)-1;in stock Phorbol 17673-25-5;4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-et
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: $112
Updated: 2025/07/31

TCI Chemical

Product number: P2732
Product name: Phorbol
Packaging: 25MG
Price: $337
Updated: 2025/07/31

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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View Lastest Price from PHORBOL manufacturers

Baoji Guokang Healthchem 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

4BETA,9ALPHA,12BETA,13ALPHA,20-PENTAHYDROXYTIGLIA-1,6-DIEN-3-ONE

PHORBOL

,9,9a-decahydro-4a-alpha,7b-alpha,9-beta,9a-alpha-tetrahydroxy-3-(hydroxymethy

,9a-decahydro-4abeta,7balpha,9beta,9aalpha-tetrahydroxy-3-(hydroxymethyl)-1,1,

4)benz(1,2-e)azulen-5-one,1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-5h-cyclopropa(

4,9,12-beta,13,20-pentahydroxy-1,6-tigliadien-3-on

Phorbol, >96%

5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one,1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-,(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-

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

4-beta-phorbol

5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one,1,1aalpha,1bbeta,4,4a,7aalpha,7b,8,9

5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one,1,1a-beta,1b-alpha,4,4a,7a-beta,7b,8

6,8-alpha-tetramethyl-l)-1

phorbol practical grade

phorbol white powder

4β,9α,12β,13α,20-Pentahydroxytiglia-1,6-dien-3-one

1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-4aβ,7bα,9β,9aα-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one

Phorbol >99%

(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-tetrahydroxy-3-(hydroxyMethyl)-1,1,6,8-tetraMethyl-1b,4,4a,7a,7b,8,9,9a-octahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-5(1aH)-one

(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-5H-cyclopropa[3,4]benzo[1,2-e]azulen-5-one

Phorbol, 10 mM in DMSO

17673-25-5

Diterpenoids

Building block