|
| | PHORBOL Basic information |
| Product Name: | PHORBOL | | Synonyms: | 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)- | | CAS: | 17673-25-5 | | MF: | C20H28O6 | | MW: | 364.43 | | EINECS: | | | Product Categories: | Diterpenoids;Building block | | Mol File: | 17673-25-5.mol |  |
| | PHORBOL Chemical Properties |
| 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 | | pka | 11.36±0.70(Predicted) | | form | powder to crystal | | color | White to Orange to Green | | 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) |
| | PHORBOL Usage And Synthesis |
| 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. | | 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. |
| | PHORBOL Preparation Products And Raw materials |
| Raw materials | Methotrexate | | Preparation Products | Bisdecanoic acid (1aR)-1aα,1bβ,4,4a,5,7aα,7b,8,9,9a-decahydro-3-(decanoyloxy)methyl-4aβ,7bα-dihydroxy-1,1,6,8α-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulene-9β,9aα-diyl ester |
|
