| Identification | More | [Name]
PHORBOL 12,13-DIBUTYRATE | [CAS]
37558-16-0 | [Synonyms]
PDBU
C03634
PHORBOL 12,13-DIBUTYRATE
Phorbol 12,13-dibutanoate
Phorbol 12,13-Dibutyrate >99%
PHORBOL 12,13-DIBUTYRATE, 4BETA
Phorbol-12,13-dibutyrate - CAS 37558-16-0 - Calbiochem
lester,(1ar-(1a-alpha,1b-beta,4a-beta,7a-alpha,7b-alpha,8-alpha,9-beta,9a-al
butanoicacid,1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymet
hyl)-1,1,6,8-tetramethyl-5-oxo-9ah-cyclopropa(3,4)benz(1,2-e)azulene-9,9a-diy
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
(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
(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
(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
(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
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 | [Molecular Formula]
C28H40O8 | [MDL Number]
MFCD00036783 | [Molecular Weight]
504.61 | [MOL File]
37558-16-0.mol |
| Chemical Properties | Back Directory | [Boiling point ]
513.95°C (rough estimate) | [density ]
1.1270 (rough estimate) | [refractive index ]
1.4480 (estimate) | [storage temp. ]
−20°C
| [solubility ]
H2O: 30 μM
| [form ]
powder
| [pka]
11.15±0.70(Predicted) | [color ]
clear, light yellow, film
| [Water Solubility ]
H2O: 30μM
DMSO: soluble
acetone: soluble
ethanol: soluble | [BRN ]
6551234 | [InChIKey]
BQJRUJTZSGYBEZ-YVQNUNKESA-N | [SMILES]
CCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@@]3(O)[C@H]2C=C(C)C3=O)[C@@H]4C(C)(C)[C@]14OC(=O)CCC | [CAS DataBase Reference]
37558-16-0(CAS DataBase Reference) | [EPA Substance Registry System]
Phorbol 12,13-dibutyrate (37558-16-0) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS05,GHS06,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H300+H310+H330-H314-H317-H334-H351 | [Precautionary statements ]
P202-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2928 | [WGK Germany ]
3
| [RTECS ]
EK7767000
| [F ]
8-10 | [HazardClass ]
6.1(a) | [PackingGroup ]
II | [HS Code ]
2915601990 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 1 Dermal
Acute Tox. 1 Inhalation
Acute Tox. 2 Oral
Carc. 2
Eye Dam. 1
Resp. Sens. 1
Skin Corr. 1B
Skin Sens. 1 |
| Hazard Information | Back Directory | [General Description]
White solid. | [Reactivity Profile]
This material may be sensitive to prolonged exposure to air, light and ambient temperatures. PHORBOL-12,13-DIBUTYRATE may also be subject to autooxidation. | [Fire Hazard]
The flash point of this chemical has not been determined, but PHORBOL-12,13-DIBUTYRATE is probably combustible. | [Uses]
Phorbol 12,13-dibutyrate has been used as a protein kinase C (PKC) activator to study its effects on human organic anion transporter 4 (hOAT4) activity. It has also been used as a PKC activator to analyze its effects on galectin-3 expression and matrix production in HL-1 cells. | [Definition]
ChEBI: Phorbol 12,13-dibutanoate is a phorbol ester, a butyrate ester and a tertiary alpha-hydroxy ketone. | [Biological Activity]
phorbol 12,13-dibutyrate, a phorbol ester, is an activator of pkc, including the conventional calcium-dependent subtypes (α and γ), the nonconventional calcium-independent isoforms (δ, ε, η), as well as the atypical calcium-independent and dag or phorbol ester-unresponsive subtype (ζ). pkc plays an important role in the regulation of a variety of cellular processes such as exocytosis, gene expression, cell proliferation and differentiation, as well as tumor promotion, thereby representing the major target for tumor-promoting phorbol esters and chemically unrelated tumor promoters. phorbol esters are able to replace the endogenous activator dag in the stimulation of pkc, and participate in the multistage process of tumor formation and progression.1. geiges d, meyer t, marte b, et al. activation of protein kinase c subtypes alpha, gamma, delta, epsilon, zeta, and eta by tumor-promoting and nontumor-promoting agents. biochemical pharmacology, 1997, 53(6): 865-875.2. middleton jp, khan wa, collinsworth g, et al. heterogeneity of protein kinase c-mediated rapid regulation of na/k-atpase in kidney epithelial cells. journal of biological chemistry, 1993, 268(21): 15958-15964.3. scribner jd, boutwell rk. inflammation and tumor promotion: selective protein induction in mouse skin by tumor promoters. european journal of cancer, 1972, 8(6): 617-621. | [Biochem/physiol Actions]
Phorbol 12,13-dibutyrate (PDBu) is a potent activator of protein kinase C (PKC). It is more hydrophilic than phorbol 12-myristate 13-acetate (PMA), which facilitates washing PDBu out of cells in tissue culture. PDBu activates endothelial nitric oxide synthase expression in primary human umbilical vein endothelial cells, which in turn correlates with PKC α and ε expression. | [storage]
Store at -20°C |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|