Page last updated: 2024-11-06

phorbol-12,13-diacetate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

phorbol-12,13-diacetate: RN given refers to (1aR-(1a alpha,1b beta,4a beta,7a alpha,7b alpha,8 alpha,9 beta,9a alpha))-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72293
CHEMBL ID116437
SCHEMBL ID1537765
MeSH IDM0053100

Synonyms (23)

Synonym
5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-alpha,16-beta,4,4a,7a-alpha,7b,8,9,9a-decahydro-4a-beta,7b-alpha,9-beta,9a-alpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-alpha-tetramethyl-, 9,9a-diacetate, (+)
phorbol 11,12-diacetate
phorbol-12,13-diacetate
phorbol 10,11-diacetate
9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one (1ar-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-
5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one, 9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1ar-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-
12-o-acetylphorbol-13-acetate
phorbol 12,13-diacetate
5h-cyclopropa[3,4]benz[1,2-e]azulen-5-one, 9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1ar,1bs,4ar,7as,7bs,8r,9r,9as)-
4-.beta.-phorbol 12,13-diacetate
4.b.-phorbol 12,13-diacetate
[acetoxy-dihydroxy-(hydroxymethyl)-tetramethyl-oxo-[?]yl] acetate
24928-15-2
phorbol 12,13-diacetate, powder
bdbm50080322
acetic acid (1ar,1bs,4ar,7as,7bs,8r,9r,9as)-9-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester
CHEMBL116437 ,
5h-cyclopropa[3,4]benz[1,2-e]azulen-5-one,9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-,(1ar,1bs,4ar,7as,7bs,8r,9r,9as)-
SCHEMBL1537765
phorbol 12,13-diacetate >99%
DTXSID80947808
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 diacetate
[(1s,2s,6r,10s,11r,13s,14r,15r)-13-acetyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The effective dosage of common antishock agents including norepinephrine, dopamine, and AVP in healthy rats was wider than that in these diseased rats."( DIVERSITY OF VASCULAR REACTIVITY AND THE TREATMENT RESPONSE IN DIABETIC, HYPERTENSIVE, HYPERLIPIDEMIC, AND HEALTHY RATS SUBJECTED TO HEMORRHAGIC SHOCK.
Chen, XY; Li, T; Liu, LM; Wu, Y; Zhu, Y, 2016
)
0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Protein kinase C delta typeMus musculus (house mouse)Ki0.03460.00010.52767.0800AID163540; AID163541; AID163546; AID163663; AID163664; AID163665; AID163667; AID163668
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (40)

Assay IDTitleYearJournalArticle
AID163667Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Tyr8 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1752325Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability measured after 72 hrs by SRB assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID163546Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Phe13 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234151Ratio of binding to PKC delta C1b domain wild type and mutant (Leu24 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234153Ratio of binding to PKC delta C1b domain wild type and mutant (Pro11 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234150Ratio of binding to PKC delta C1b domain wild type and mutant (Leu21 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1808887Induction of neurogenesis in CD-1 mouse brain assessed as increase in number of BrdU labeled proliferating cells at 5 uM, INH administered once daily for 3 days by confocal microscopic analysis2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Phorbol Diesters and 12-Deoxy-16-hydroxyphorbol 13,16-Diesters Induce TGFα Release and Adult Mouse Neurogenesis.
AID233994Ratio of binding to PKC delta C1b domain wild type and mutant (Gln27 to Trp)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234156Ratio of binding to PKC delta C1b domain wild type and mutant (Tyr8 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1231848Antiviral activity against HIV1 3B infected in MT4 cells assessed as cell viability after 5 days by MTT assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication.
AID163536Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Gln27 to Gly) (No binding)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1752323Antiproliferative activity against human KB cells assessed as reduction in cell viability measured after 72 hrs by SRB assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID1231851Selectivity index, CC50 for african green monkey Vero cells to EC50 for HIV2 ROD2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication.
AID233993Ratio of binding to PKC delta C1b domain wild type and mutant (Gln27 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1231849Selectivity index, CC50 for african green monkey Vero cells to EC50 for HIV1 3B2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication.
AID1752321Antiproliferative activity against human A549 cells assessed as reduction in cell viability measured after 72 hrs by SRB assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID163668Binding of Indolactam-V(ILV) to wild-type Protein kinase C delta C1b domain1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234149Ratio of binding to PKC delta C1b domain wild type and mutant (Leu20 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1231846Antiviral activity against chikungunya virus Indian ocean strain 899 infected in Vero cells assessed as virus-induced cytopathic effect after 6 to 7 days2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication.
AID1231850Antiviral activity against HIV2 ROD infected in MT4 cells assessed as cell viability after 5 days by MTT assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication.
AID163541Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Leu20 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1808889Induction of neurogenesis in CD-1 mouse brain assessed as increase in number of proliferative neuronal progenitors at 5 uM, INH administered once daily for 3 days by confocal microscopic analysis2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Phorbol Diesters and 12-Deoxy-16-hydroxyphorbol 13,16-Diesters Induce TGFα Release and Adult Mouse Neurogenesis.
AID163663Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Pro11 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1752324Antiproliferative activity against human KB-VIN cells assessed as reduction in cell viability after 72 hrs by SRB assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID163665Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Trp22 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID163664Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Thr12 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1808880Induction of TGFalpha release in serum-starved HEK293T cells coexpressing GFP fused mCherry assessed as reduction in mCherry/GFP ratio at 0.5 uM measured up to 180 mins by time-lapse microscopic analysis relative to control2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Phorbol Diesters and 12-Deoxy-16-hydroxyphorbol 13,16-Diesters Induce TGFα Release and Adult Mouse Neurogenesis.
AID1808881Induction of cell proliferation in mouse SVZ-derived neural progenitor cells assessed as neurosphere formation at up to 5 uM measured after 72 hrs by phase contrast microscopic analysis2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Phorbol Diesters and 12-Deoxy-16-hydroxyphorbol 13,16-Diesters Induce TGFα Release and Adult Mouse Neurogenesis.
AID1752322Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability measured after 72 hrs by SRB assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID234148Ratio of binding to PKC delta C1b domain wild type and mutant (Gln27 to Val)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID163544Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Leu24 to Gly) (No binding)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234152Ratio of binding to PKC delta C1b domain wild type and mutant (Phe13 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID234155Ratio of binding to PKC delta C1b domain wild type and mutant (Trp22 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1752326Antiviral activity against HIV-1 NL4-3 infected in human MT4 cells assessed as reduction in p24 production treated at 48 hrs post-infection and measured on day 4 post-viral infection by ELISA2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID1752327Cytotoxicity against human MT4 cells assessed as reduction in cell viability by CellTiter-Glo luminescence assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50New phorbol ester derivatives as potent anti-HIV agents.
AID234154Ratio of binding to PKC delta C1b domain wild type and mutant (Thr12 to Gly)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID1231847Selectivity index, CC50 for african green monkey Vero cells to EC50 for chikungunya virus Indian ocean strain 8992015Journal of natural products, Jun-26, Volume: 78, Issue:6
Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication.
AID163542Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Leu21 to Gly) (No binding)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID163538Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Gln27 to Trp) (No binding)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
AID163540Binding of Indolactam-V(ILV) to mutant Protein kinase C delta C1b domain (Gln27 to Val)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Probing the binding of indolactam-V to protein kinase C through site-directed mutagenesis and computational docking simulations.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (125)

TimeframeStudies, This Drug (%)All Drugs %
pre-199024 (19.20)18.7374
1990's53 (42.40)18.2507
2000's28 (22.40)29.6817
2010's17 (13.60)24.3611
2020's3 (2.40)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.72

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.72 (24.57)
Research Supply Index4.88 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other130 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]