27536-56-7,MFCD00036737
Catalog No.:AA007KKT

27536-56-7 | 4α-Phorbol 12,13-didecanoate

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Purity
Availability
Price(USD)
Quantity
  
1mg
≥99%
in stock  
$143.00   $100.00
- +
5mg
≥99%
in stock  
$608.00   $425.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA007KKT
Chemical Name:
4α-Phorbol 12,13-didecanoate
CAS Number:
27536-56-7
Molecular Formula:
C40H64O8
Molecular Weight:
672.9314
MDL Number:
MFCD00036737
SMILES:
CCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H](C3[C@]1(OC(=O)CCCCCCCCC)C3(C)C)C=C(C[C@@]1(C2C=C(C1=O)C)O)CO
Properties
Computed Properties
 
Complexity:
1220  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
48  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
21  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
8.5  

Literature

Title: Involvement of TRPV1 and TRPV4 channels in migration of rat pulmonary arterial smooth muscle cells.

Journal: Pflugers Archiv : European journal of physiology 20120901

Title: Role of transient receptor potential vanilloid 4 in rat joint inflammation.

Journal: Arthritis and rheumatism 20120601

Title: Phosphorylation on the Ser 824 residue of TRPV4 prefers to bind with F-actin than with microtubules to expand the cell surface area.

Journal: Cellular signalling 20120301

Title: Axonal neuropathy-associated TRPV4 regulates neurotrophic factor-derived axonal growth.

Journal: The Journal of biological chemistry 20120217

Title: Transient receptor potential vanilloid 4 activated inflammatory signals by intestinal epithelial cells and colitis in mice.

Journal: Gastroenterology 20110101

Title: Functional TRPV4 channels are expressed in mouse skeletal muscle and can modulate resting Ca2+ influx and muscle fatigue.

Journal: Pflugers Archiv : European journal of physiology 20110101

Title: Activation of Trpv4 reduces the hyperproliferative phenotype of cystic cholangiocytes from an animal model of ARPKD.

Journal: Gastroenterology 20100701

Title: Forward genetic analysis reveals multiple gating mechanisms of TRPV4.

Journal: The Journal of biological chemistry 20100625

Title: Functional role of vanilloid transient receptor potential 4-canonical transient receptor potential 1 complex in flow-induced Ca2+ influx.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20100401

Title: Hypotension induced by activation of the transient receptor potential vanilloid 4 channels: role of Ca2+-activated K+ channels and sensory nerves.

Journal: Journal of hypertension 20100101

Title: Cardiac fibroblasts have functional TRPV4 activated by 4alpha-phorbol 12,13-didecanoate.

Journal: Life sciences 20091216

Title: Ca2+ entry via alpha1G and TRPV4 channels differentially regulates surface expression of P-selectin and barrier integrity in pulmonary capillary endothelium.

Journal: American journal of physiology. Lung cellular and molecular physiology 20091001

Title: Functional characterization of TRPV4 as an osmotically sensitive ion channel in porcine articular chondrocytes.

Journal: Arthritis and rheumatism 20091001

Title: The TRPV4 cation channel mediates stretch-evoked Ca2+ influx and ATP release in primary urothelial cell cultures.

Journal: The Journal of biological chemistry 20090807

Title: Modulation of the transient receptor potential vanilloid channel TRPV4 by 4alpha-phorbol esters: a structure-activity study.

Journal: Journal of medicinal chemistry 20090514

Title: TRPC1 and TRPC6 channels cooperate with TRPV4 to mediate mechanical hyperalgesia and nociceptor sensitization.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090513

Title: Osmolality-induced tuning of action potentials in trigeminal ganglion neurons.

Journal: Neuroscience letters 20090306

Title: Salt intake augments hypotensive effects of transient receptor potential vanilloid 4: functional significance and implication.

Journal: Hypertension (Dallas, Tex. : 1979) 20090201

Title: Functional coupling of TRPV4 cationic channel and large conductance, calcium-dependent potassium channel in human bronchial epithelial cell lines.

Journal: Pflugers Archiv : European journal of physiology 20081001

Title: TRPV4-like non-selective cation currents in cultured aortic myocytes.

Journal: Journal of pharmacological sciences 20081001

Title: Transient receptor potential vanilloid-4 has a major role in visceral hypersensitivity symptoms.

Journal: Gastroenterology 20080901

Title: The modulation of voltage-gated potassium channels by anisotonicity in trigeminal ganglion neurons.

Journal: Neuroscience 20080623

Title: Transient receptor potential vanilloid 4 mediates protease activated receptor 2-induced sensitization of colonic afferent nerves and visceral hyperalgesia.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20080501

Title: Role of transient receptor potential vanilloid 4 in the effect of osmotic pressure on myocardial contractility in rat.

Journal: Sheng li xue bao : [Acta physiologica Sinica] 20080425

Title: Characterization of the antinociceptive and anti-inflammatory activities of doxycycline and minocycline in different experimental models.

Journal: European journal of pharmacology 20071208

Title: Dual role of the TRPV4 channel as a sensor of flow and osmolality in renal epithelial cells.

Journal: American journal of physiology. Renal physiology 20071101

Title: Phenotypic heterogeneity in lung capillary and extra-alveolar endothelial cells. Increased extra-alveolar endothelial permeability is sufficient to decrease compliance.

Journal: The Journal of surgical research 20071101

Title: Activation of urothelial transient receptor potential vanilloid 4 by 4alpha-phorbol 12,13-didecanoate contributes to altered bladder reflexes in the rat.

Journal: The Journal of pharmacology and experimental therapeutics 20071001

Title: A novel function of capsaicin-sensitive TRPV1 channels: involvement in cell migration.

Journal: Cell calcium 20070701

Title: Determinants of 4 alpha-phorbol sensitivity in transmembrane domains 3 and 4 of the cation channel TRPV4.

Journal: The Journal of biological chemistry 20070427

Title: Effects of body temperature on neural activity in the hippocampus: regulation of resting membrane potentials by transient receptor potential vanilloid 4.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070214

Title: TRPV4 as a flow sensor in flow-dependent K+ secretion from the cortical collecting duct.

Journal: American journal of physiology. Renal physiology 20070201

Title: The contribution of TRPV4-mediated calcium signaling to calcium homeostasis in endothelial cells.

Journal: Journal of receptor and signal transduction research 20070101

Title: Antidipsogenic effects of a TRPV4 agonist, 4alpha-phorbol 12,13-didecanoate, injected into the cerebroventricle.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20060601

Title: TRPV4 and the mammalian kidney.

Journal: Pflugers Archiv : European journal of physiology 20051001

Title: Capsaicin augments synaptic transmission in the rat medial preoptic nucleus.

Journal: Brain research 20050510

Title: Swelling-activated Ca2+ entry via TRPV4 channel is defective in cystic fibrosis airway epithelia.

Journal: The Journal of biological chemistry 20041224

Title: Studies on regulation of IGF (insulin-like growth factor)-binding protein (IGFBP) 4 proteolysis by pregnancy-associated plasma protein-A (PAPP-A) in cells treated with phorbol ester.

Journal: The Biochemical journal 20040401

Title: Swelling-activated chloride current is activated in guinea pig cardiomyocytes from endotoxic shock.

Journal: Cardiovascular research 20040401

Title: Protein kinase C-mediated Ca2+ entry in HEK 293 cells transiently expressing human TRPV4.

Journal: British journal of pharmacology 20030901

Title: Temperature-modulated diversity of TRPV4 channel gating: activation by physical stresses and phorbol ester derivatives through protein kinase C-dependent and -independent pathways.

Journal: The Journal of biological chemistry 20030718

Title: Activity of protein kinase C modulates the apoptosis induced by polychlorinated biphenyls in human leukemic HL-60 cells.

Journal: Toxicology letters 20020905

Title: Activation of TRPV4 channels (hVRL-2/mTRP12) by phorbol derivatives.

Journal: The Journal of biological chemistry 20020419

Title: Protein kinase C activation is required for the lead-induced inhibition of proliferation and differentiation of cultured oligodendroglial progenitor cells.

Journal: Brain research 20020301

Title: In vivo evidence for a role of protein kinase C in peripheral nociceptive processing.

Journal: British journal of pharmacology 20020101

Title: The impact of phorbol ester on the regulation of amiloride-sensitive epithelial sodium channel in alveolar type ii epithelial cells.

Journal: Experimental lung research 20020101

Title: Protein kinase C activity contributes to endothelial hyperpermeability during early angiogenesis in the chick chorioallantoic membrane.

Journal: Tissue & cell 20010401

Title: Protein kinase C-dependent and -independent inhibition of Ca(2+) influx by phorbol ester in rat pancreatic beta-cells.

Journal: Cellular signalling 20010301

Title: Lymphocyte mitogenesis and CD4 modulation induced by different phorbol esters: comparative studies.

Journal: International journal of immunopharmacology 19900101

Title: Cosecretion of calcitonin and calcitonin gene-related peptide from cultured rat medullary thyroid C cells.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 19890201

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Tags:27536-56-7 Molecular Formula|27536-56-7 MDL|27536-56-7 SMILES|27536-56-7 4α-Phorbol 12,13-didecanoate
Catalog No.: AA007KKT
27536-56-7,MFCD00036737
27536-56-7 | 4α-Phorbol 12,13-didecanoate
Pack Size: 1mg
Purity: ≥99%
in stock
$143.00 $100.00
Pack Size: 5mg
Purity: ≥99%
in stock
$608.00 $425.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA007KKT
Chemical Name: 4α-Phorbol 12,13-didecanoate
CAS Number: 27536-56-7
Molecular Formula: C40H64O8
Molecular Weight: 672.9314
MDL Number: MFCD00036737
SMILES: CCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H](C3[C@]1(OC(=O)CCCCCCCCC)C3(C)C)C=C(C[C@@]1(C2C=C(C1=O)C)O)CO
Properties
Complexity: 1220  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 8  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 48  
Hydrogen Bond Acceptor Count: 8  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 21  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 8.5  
Literature fold

Title: Involvement of TRPV1 and TRPV4 channels in migration of rat pulmonary arterial smooth muscle cells.

Journal: Pflugers Archiv : European journal of physiology20120901

Title: Role of transient receptor potential vanilloid 4 in rat joint inflammation.

Journal: Arthritis and rheumatism20120601

Title: Phosphorylation on the Ser 824 residue of TRPV4 prefers to bind with F-actin than with microtubules to expand the cell surface area.

Journal: Cellular signalling20120301

Title: Axonal neuropathy-associated TRPV4 regulates neurotrophic factor-derived axonal growth.

Journal: The Journal of biological chemistry20120217

Title: Transient receptor potential vanilloid 4 activated inflammatory signals by intestinal epithelial cells and colitis in mice.

Journal: Gastroenterology20110101

Title: Functional TRPV4 channels are expressed in mouse skeletal muscle and can modulate resting Ca2+ influx and muscle fatigue.

Journal: Pflugers Archiv : European journal of physiology20110101

Title: Activation of Trpv4 reduces the hyperproliferative phenotype of cystic cholangiocytes from an animal model of ARPKD.

Journal: Gastroenterology20100701

Title: Forward genetic analysis reveals multiple gating mechanisms of TRPV4.

Journal: The Journal of biological chemistry20100625

Title: Functional role of vanilloid transient receptor potential 4-canonical transient receptor potential 1 complex in flow-induced Ca2+ influx.

Journal: Arteriosclerosis, thrombosis, and vascular biology20100401

Title: Hypotension induced by activation of the transient receptor potential vanilloid 4 channels: role of Ca2+-activated K+ channels and sensory nerves.

Journal: Journal of hypertension20100101

Title: Cardiac fibroblasts have functional TRPV4 activated by 4alpha-phorbol 12,13-didecanoate.

Journal: Life sciences20091216

Title: Ca2+ entry via alpha1G and TRPV4 channels differentially regulates surface expression of P-selectin and barrier integrity in pulmonary capillary endothelium.

Journal: American journal of physiology. Lung cellular and molecular physiology20091001

Title: Functional characterization of TRPV4 as an osmotically sensitive ion channel in porcine articular chondrocytes.

Journal: Arthritis and rheumatism20091001

Title: The TRPV4 cation channel mediates stretch-evoked Ca2+ influx and ATP release in primary urothelial cell cultures.

Journal: The Journal of biological chemistry20090807

Title: Modulation of the transient receptor potential vanilloid channel TRPV4 by 4alpha-phorbol esters: a structure-activity study.

Journal: Journal of medicinal chemistry20090514

Title: TRPC1 and TRPC6 channels cooperate with TRPV4 to mediate mechanical hyperalgesia and nociceptor sensitization.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20090513

Title: Osmolality-induced tuning of action potentials in trigeminal ganglion neurons.

Journal: Neuroscience letters20090306

Title: Salt intake augments hypotensive effects of transient receptor potential vanilloid 4: functional significance and implication.

Journal: Hypertension (Dallas, Tex. : 1979)20090201

Title: Functional coupling of TRPV4 cationic channel and large conductance, calcium-dependent potassium channel in human bronchial epithelial cell lines.

Journal: Pflugers Archiv : European journal of physiology20081001

Title: TRPV4-like non-selective cation currents in cultured aortic myocytes.

Journal: Journal of pharmacological sciences20081001

Title: Transient receptor potential vanilloid-4 has a major role in visceral hypersensitivity symptoms.

Journal: Gastroenterology20080901

Title: The modulation of voltage-gated potassium channels by anisotonicity in trigeminal ganglion neurons.

Journal: Neuroscience20080623

Title: Transient receptor potential vanilloid 4 mediates protease activated receptor 2-induced sensitization of colonic afferent nerves and visceral hyperalgesia.

Journal: American journal of physiology. Gastrointestinal and liver physiology20080501

Title: Role of transient receptor potential vanilloid 4 in the effect of osmotic pressure on myocardial contractility in rat.

Journal: Sheng li xue bao : [Acta physiologica Sinica]20080425

Title: Characterization of the antinociceptive and anti-inflammatory activities of doxycycline and minocycline in different experimental models.

Journal: European journal of pharmacology20071208

Title: Dual role of the TRPV4 channel as a sensor of flow and osmolality in renal epithelial cells.

Journal: American journal of physiology. Renal physiology20071101

Title: Phenotypic heterogeneity in lung capillary and extra-alveolar endothelial cells. Increased extra-alveolar endothelial permeability is sufficient to decrease compliance.

Journal: The Journal of surgical research20071101

Title: Activation of urothelial transient receptor potential vanilloid 4 by 4alpha-phorbol 12,13-didecanoate contributes to altered bladder reflexes in the rat.

Journal: The Journal of pharmacology and experimental therapeutics20071001

Title: A novel function of capsaicin-sensitive TRPV1 channels: involvement in cell migration.

Journal: Cell calcium20070701

Title: Determinants of 4 alpha-phorbol sensitivity in transmembrane domains 3 and 4 of the cation channel TRPV4.

Journal: The Journal of biological chemistry20070427

Title: Effects of body temperature on neural activity in the hippocampus: regulation of resting membrane potentials by transient receptor potential vanilloid 4.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20070214

Title: TRPV4 as a flow sensor in flow-dependent K+ secretion from the cortical collecting duct.

Journal: American journal of physiology. Renal physiology20070201

Title: The contribution of TRPV4-mediated calcium signaling to calcium homeostasis in endothelial cells.

Journal: Journal of receptor and signal transduction research20070101

Title: Antidipsogenic effects of a TRPV4 agonist, 4alpha-phorbol 12,13-didecanoate, injected into the cerebroventricle.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology20060601

Title: TRPV4 and the mammalian kidney.

Journal: Pflugers Archiv : European journal of physiology20051001

Title: Capsaicin augments synaptic transmission in the rat medial preoptic nucleus.

Journal: Brain research20050510

Title: Swelling-activated Ca2+ entry via TRPV4 channel is defective in cystic fibrosis airway epithelia.

Journal: The Journal of biological chemistry20041224

Title: Studies on regulation of IGF (insulin-like growth factor)-binding protein (IGFBP) 4 proteolysis by pregnancy-associated plasma protein-A (PAPP-A) in cells treated with phorbol ester.

Journal: The Biochemical journal20040401

Title: Swelling-activated chloride current is activated in guinea pig cardiomyocytes from endotoxic shock.

Journal: Cardiovascular research20040401

Title: Protein kinase C-mediated Ca2+ entry in HEK 293 cells transiently expressing human TRPV4.

Journal: British journal of pharmacology20030901

Title: Temperature-modulated diversity of TRPV4 channel gating: activation by physical stresses and phorbol ester derivatives through protein kinase C-dependent and -independent pathways.

Journal: The Journal of biological chemistry20030718

Title: Activity of protein kinase C modulates the apoptosis induced by polychlorinated biphenyls in human leukemic HL-60 cells.

Journal: Toxicology letters20020905

Title: Activation of TRPV4 channels (hVRL-2/mTRP12) by phorbol derivatives.

Journal: The Journal of biological chemistry20020419

Title: Protein kinase C activation is required for the lead-induced inhibition of proliferation and differentiation of cultured oligodendroglial progenitor cells.

Journal: Brain research20020301

Title: In vivo evidence for a role of protein kinase C in peripheral nociceptive processing.

Journal: British journal of pharmacology20020101

Title: The impact of phorbol ester on the regulation of amiloride-sensitive epithelial sodium channel in alveolar type ii epithelial cells.

Journal: Experimental lung research20020101

Title: Protein kinase C activity contributes to endothelial hyperpermeability during early angiogenesis in the chick chorioallantoic membrane.

Journal: Tissue & cell20010401

Title: Protein kinase C-dependent and -independent inhibition of Ca(2+) influx by phorbol ester in rat pancreatic beta-cells.

Journal: Cellular signalling20010301

Title: Lymphocyte mitogenesis and CD4 modulation induced by different phorbol esters: comparative studies.

Journal: International journal of immunopharmacology19900101

Title: Cosecretion of calcitonin and calcitonin gene-related peptide from cultured rat medullary thyroid C cells.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research19890201

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