CAS 37558-16-0

phorbol 12,13-dibutyrate

Description:

Phorbol 12,13-dibutyrate (PDBu) is a synthetic phorbol ester derived from the natural compound phorbol, which is obtained from the resin of the Euphorbia plant. It is characterized by its ability to act as a potent tumor promoter and a protein kinase C (PKC) activator, making it a valuable tool in cancer research and cell signaling studies. PDBu is a lipophilic compound, which allows it to easily penetrate cell membranes and interact with cellular targets. Its structure includes two butyrate groups esterified to the phorbol backbone, enhancing its biological activity compared to other phorbol esters. PDBu is often used in laboratory settings to induce differentiation in various cell types and to study the mechanisms of signal transduction. Additionally, it has been shown to influence various cellular processes, including proliferation, apoptosis, and gene expression. Due to its potent biological effects, PDBu is handled with care in research environments, and its use is subject to regulatory guidelines.

Formula: C₂₈H₄₀O₈

InChI: InChI=1/C28H40O8/c1-7-9-20(30)35-24-16(4)27(34)18(22-25(5,6)28(22,24)36-21(31)10-8-2)12-17(14-29)13-26(33)19(27)11-15(3)23(26)32/h11-12,16,18-19,22,24,29,33-34H,7-10,13-14H2,1-6H3

InChI key: InChIKey=BQJRUJTZSGYBEZ-YVQNUNKESA-N

SMILES: O(C(CCC)=O)[C@@]12[C@@](C1(C)C)([C@]3([C@](O)([C@H](C)[C@H]2OC(CCC)=O)[C@]4([C@](O)(CC(CO)=C3)C(=O)C(C)=C4)[H])[H])[H]

Synonyms:

• (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulene-9,9a-diyl dibutanoate
• 12,13-Di-O-butyrylphorbol
• 4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulene-9,9a-diyl dibutanoate
• 4β-Phorbol 12,13-dibutyrate
• 9aH-Cyclopropa[3,4]benz[1,2-e]azulene, butanoic acid deriv.
• Butanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa(3,4)benz(1,2-e)azulene-9,9a-diyl ester
• Butanoic acid, 1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa[3,4]benz[1,2-e]azulene-9,9a-diyl ester, [1aR-(1aα,1bβ,4aβ,7aα,7bα,8α,9β,9aα)]-
• Butanoic acid, 1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9ah-cyclopropa(3,4)benz(1,2-e)azulene-9,9a-diyl ester, (1aR-(1a-alpha,1b-beta,4a-beta,7a-alpha,7b-alpha,8-alpha,9-beta,9a-alpha))-
• Nsc 622507
• Phorbol dibutyrate
• Phorbol 12,13-dibutyrate
• Phorbol-12,13-dibutyrate
• C03634
• (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1a,1b,4,4a,5,7a,7b,8,9,9a-Decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9,9a-diylbutanoicacidester
• (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-5-oxo-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulene-4aα,7bα,9β,9aα-tetrol 9,9a-dibutyrate
• Phorbol 12,13-Dibutyrate >99%
• Phorbol-12,13-dibutyrate - CAS 37558-16-0 - Calbiochem
• (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b-dihydroxy-3-(hydroxyMethyl)-1,1,6,8-tetraMethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulene-9,9a-diyl dibutyrate
• PHORBOL 12,13-DIBUTYRATE, 4BETA
• Phorbol 12,13-dibutanoate
• hyl)-1,1,6,8-tetramethyl-5-oxo-9ah-cyclopropa(3,4)benz(1,2-e)azulene-9,9a-diy
• butanoicacid,1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymet
• lester,(1ar-(1a-alpha,1b-beta,4a-beta,7a-alpha,7b-alpha,8-alpha,9-beta,9a-al
• (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-4aβ,7bα-dihydroxy-3-hydroxymethyl-1,1,6,8α-tetramethyl-5-oxo-5H-cyclopropa[3,4]benz[1,2-e]azulene-9β,9aα-diol 9,9a-dibutyrate
• 9β,9aα-Bis(butyryloxy)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα-dihydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one

Phorbol 12,13-Dibutyrate

CAS: 37558-16-0

Formula: C₂₈H₄₀O₈

Purity: 98%

Molecular weight: 504.6124

Ref: IN-DA00BXZ4

Phorbol 12,13-dibutyrate

CAS: 37558-16-0

Formula: C₂₈H₄₀O₈

Purity: ≥ 98.0%

Color and Shape: White to pale yellow or yellow solid

Molecular weight: 504.61

Ref: 7W-GL3377

Phorbol 12,13-Dibutyrate

CAS: 37558-16-0

Phorbol 12,13-Dibutyrate

Formula: C₂₈H₄₀O₈

Purity: >99%

Color and Shape: solid

Molecular weight: 504.61239g/mol

Ref: 54-BIP1016

Phorbol 12,13-dibutyrate

CAS: 37558-16-0

Phorbol 12,13-dibutyrate (Phorbol dibutyrate) is a PKC activator that induces contraction of isolated rabbit vascular smooth muscle.

Formula: C₂₈H₄₀O₈

Purity: 99.32% - 99.37%

Color and Shape: Solid

Molecular weight: 504.61

Ref: TM-T16526

Phorbol 12,13-dibutyrate

CAS: 37558-16-0

Phorbol 12,13-dibutyrate is a potent inducer of protein kinase C (PKC) and is used as a tool to study PKC activity. It has been shown to induce the phosphorylation of certain proteins in human cells. This compound also induces the release of inflammatory mediators from polymorphonuclear leucocytes, which are white blood cells. Phorbol 12,13-dibutyrate is also used as a model system for studying the human papillary muscle and its biochemical properties. The effects of phorbol 12,13-dibutyrate on hl-60 cells have been studied extensively. This compound inhibits protein synthesis by preventing the binding of aminoacyl-tRNA to the ribosome and by inhibiting translocation of mRNA into the cytoplasm.

Formula: C₂₈H₄₀O₈

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 504.61 g/mol

Ref: 3D-MBA55816