PHORBOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H28O6
Molecular Weight	364.4327
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12[C@]3([H])C=C(CO)C[C@]4(O)C(=O)C(C)=C[C@@]4([H])[C@@]3(O)[C@H](C)[C@@H](O)[C@@]1(O)C2(C)C

InChI

InChIKey=QGVLYPPODPLXMB-UBTYZVCOSA-N

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

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Endothelin-1 enhances eicosanoids-induced coronary smooth muscle contraction by activating specific protein kinase C isoforms.	2001 Feb	11230325
Ischemia-induced ventricular fibrillation in isolated perfused rat heart: role of alpha1A-adrenoceptor mediated activation of protein kinase C.	2001 Feb	11215534
Characterization of metabolites of the chemopreventive agent curcumin in human and rat hepatocytes and in the rat in vivo, and evaluation of their ability to inhibit phorbol ester-induced prostaglandin E2 production.	2001 Feb 1	11221833
Vascular endothelial growth factor KDR receptor signaling potentiates tumor necrosis factor-induced tissue factor expression in endothelial cells.	2001 Feb 16	11058594
Inhibition of depolarisation-evoked [(3)H]noradrenaline release from SH-SYFY human neuroblastoma cells by muscarinic (M1) receptors is not mediated by changes in [Ca(2+)].	2001 Feb 19	11223162
Molecular cloning and characterization of the human protein kinase D2. A novel member of the protein kinase D family of serine threonine kinases.	2001 Feb 2	11062248
An essential role for calmodulin in regulating human T cell aggregation.	2001 Feb 23	11226435
Transcriptional mechanisms for induction of 5-HT1A receptor mRNA and protein in activated B and T lymphocytes.	2001 Feb 9	11080494
Membrane translocation of novel protein kinase Cs is regulated by phosphorylation of the C2 domain.	2001 Feb 9	11073945
The immune dysregulatory compound mercuric chloride induces integrin-mediated T-lymphocyte adhesion.	2001 Jan	11168634
Knockdown of spinal metabotropic glutamate receptor 1 (mGluR(1)) alleviates pain and restores opioid efficacy after nerve injury in rats.	2001 Jan	11156596
Modulation of inducible nitric oxide synthase expression in rat intestinal cells by colon tumor promoters.	2001 Jan	11115551
Up-regulation of nucleolin mRNA and protein in peripheral blood mononuclear cells by extracellular-regulated kinase.	2001 Jan 12	11042220
Synthesis of 7,8-disubstituted benzolactam-V8 and its binding to protein kinase C.	2001 Jan 22	11206480
Rho-associated kinase phosphorylates MARCKS in human neuronal cells.	2001 Jan 26	11162562
The epithelium-specific ETS protein EHF/ESE-3 is a context-dependent transcriptional repressor downstream of MAPK signaling cascades.	2001 Jun 8	11259407
Regulation of Smad signaling by protein kinase C.	2001 Mar	11259364
Inhibitory effect of 2,3-butanedione monoxime (BDM) on Na(+)/Ca(2+) exchange current in guinea-pig cardiac ventricular myocytes.	2001 Mar	11250883
Molecular characterization of bovine prostaglandin G/H synthase-2 and regulation in uterine stromal cells.	2001 Mar	11207216
Synaptotagmin I expression in mast cells of normal human tissues, systemic mast cell disease, and a human mast cell leukemia cell line.	2001 Mar	11181737
Induction of the respiratory burst in turtle peritoneal macrophages by Salmonella muenchen.	2001 Mar	11113285
Inhibition by costunolide of phorbol ester-induced transcriptional activation of inducible nitric oxide synthase gene in a human monocyte cell line THP-1.	2001 Mar 10	11166910
Corticosterone-induced rapid phosphorylation of p38 and JNK mitogen-activated protein kinases in PC12 cells.	2001 Mar 16	11257496
Capsaicin suppresses phorbol ester-induced activation of NF-kappaB/Rel and AP-1 transcription factors in mouse epidermis.	2001 Mar 26	11179825
CD45 negatively regulates monocytic cell differentiation by inhibiting phorbol 12-myristate 13-acetate-dependent activation and tyrosine phosphorylation of protein kinase Cdelta.	2001 Mar 30	11124968

Patents

Name

Type

Language

PHORBOL

Common Name

English

NSC-154778

Code

English

PHORBOL [MI]

Common Name

English

PHORBOL [HSDB]

Common Name

English

(1AR,1BS,4AR,7AS,7BS,8R,9R,9AS)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B,9,9A-TETRAHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE

Common Name

English

Code System Code Type Description

WIKIPEDIA

PHORBOL