Page last updated: 2024-12-11
pep005
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Research Excerpts
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Description
3-ingenyl angelate: protein kinase C agonist and antineoplastic; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 6918670 |
| CHEMBL ID | 1863513 |
| CHEBI ID | 66913 |
| SCHEMBL ID | 2526605 |
| MeSH ID | M0472869 |
Synonyms (58)
| Synonym |
|---|
| 3-angeloylingenol , |
| picato |
| 3-ingenyl angelate |
| pep-005 |
| pep005 |
| [dihydroxy-(hydroxymethyl)-tetramethyl-oxo-[?]yl] (z)-2-methylbut-2-enoate |
| ingenol 3-angelate |
| i3a , |
| c25h34o6 |
| D09393 |
| picato (tn) |
| ingenol mebutate (usan) |
| 7686s50jah , |
| 2-butenoic acid, 2-methyl-, (1ar,2s,5r,5as,6s,8as,9r,10ar)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1h-2,8a-methanocyclopenta(a)cyclopropa(e)cyclodecen-6-yl ester, (2z)- |
| pep 005 |
| (1ar,2s,5r,5as,6s,8as,9r,10ar)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1h-2,8a- methanocyclopenta(a)cyclopropa(e)cyclodecen-6-yl (2z)-2-methylbut-2-enoate |
| ingenol mebutate [usan:inn] |
| euphorbia factor an1 |
| unii-7686s50jah |
| hsdb 8308 |
| euphorbia factor h1 |
| agn 204332 |
| CHEMBL1863513 |
| agn204332 |
| (1ar,2s,5r,5as,6s,8as,9r,10ar)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1h-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl (2z)-2-methylbut-2-enoate |
| ingenol mebutate [vandf] |
| ingenol mebutate [who-dd] |
| ingenol mebutate [mi] |
| ingenol mebutate [mart.] |
| ingenol mebutate [usan] |
| ingenol mebutate [inn] |
| ingenol mebutate [orange book] |
| ingenoli mebutas |
| mebutate d'ingenol |
| CHEBI:66913 , |
| mebutato de ingenol |
| (1ar,2s,5r,5as,6s,8as,9r,10ar)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1h-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl (2z)-2-methylbut-2-enoate |
| gtpl7443 |
| DB05013 |
| SCHEMBL2526605 |
| (2z)-2-methyl-2-butenoic acid (1ar,2s,5r,5as,6s,8as,9r,10ar)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1h-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester |
| HB0482 |
| (2z)-2-methyl-2-butenoic acid (1ar,2s,5r,5as,6s,8as,9r,10ar)-1a,2 ,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydro xymethyl)-1,1,7,9-tetramethyl-11-oxo-1h-2,8a-metha nocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester |
| AKOS024457952 |
| LMFA07010911 |
| ingenol-3-angelate, >=95% (hplc) |
| VDJHFHXMUKFKET-WDUFCVPESA-N |
| Q426386 |
| ingenol-mebutate |
| AS-79013 |
| bdbm50470108 |
| [(1s,4s,5s,6r,9s,10r,12r,14r)-5,6-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (z)-2-methylbut-2-enoate |
| DTXSID301025610 |
| ingenol mebutato |
| ingenol mebutate (mart.) |
| d06bx02 |
| 2-butenoic acid, 2-methyl-, (1ar,2s,5r,5as,6s,8as,9r,10ar)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1h-2,8a-methanocyclopenta |
| (1ar,2s,5r,5as,6s,8as,9r,10ar)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1h-2,8a-methanocyclopenta(a)cyclopropa(e)(10)annulen-6-yl (2z)-2-methylbut-2-enoate |
Research Excerpts
Overview
PEP005 is a novel ingenol angelate that modulates protein kinases C (PKC) functions by activating PKC delta and inhibiting PKC alpha.
| Excerpt | Reference | Relevance |
|---|---|---|
| "PEP005 is a novel ingenol angelate that modulates protein kinases C (PKC) functions by activating PKC delta and inhibiting PKC alpha. " | ( Antiproliferative activity of PEP005, a novel ingenol angelate that modulates PKC functions, alone and in combination with cytotoxic agents in human colon cancer cells. Benhadji, KA; Calvo, F; Cvitkovic, E; Faivre, S; Ghoul, A; Hammel, P; Le Tourneau, C; Lokiec, F; Ogbourne, SM; Raymond, E; Serova, M, 2008) | 2.08 |
Effects
| Excerpt | Reference | Relevance |
|---|---|---|
| "PEP005 has been approved for actinic keratosis, and proapoptotic activities were described in different cancer cells." | ( Targeting Cutaneous T-Cell Lymphoma Cells by Ingenol Mebutate (PEP005) Correlates with PKCδ Activation, ROS Induction as Well as Downregulation of XIAP and c-FLIP. Eberle, J; Reidel, U; Sumarni, U, 2021) | 1.58 |
Treatment
| Excerpt | Reference | Relevance |
|---|---|---|
| "PEP005 treatment of tumors grown in SCID mice was also associated with >70% increase in tumor relapse rates." | ( Neutrophils are a key component of the antitumor efficacy of topical chemotherapy with ingenol-3-angelate. Challacombe, JM; Hampson, P; Hoang-Le, D; Jones, B; Kavanagh, D; Le, TT; Lord, JM; Morris, M; Ogbourne, SM; Parsons, PG; Rainger, GE; Suhrbier, A, 2006) | 1.06 |
Toxicity
Compound-Compound Interactions
| Excerpt | Reference | Relevance |
|---|---|---|
| " This study assessed the antiproliferative effects of PEP005 alone and in combination with several other anticancer agents in a panel of 10 human cancer cell lines characterised for expression of several PKC isoforms." | ( Antiproliferative activity of PEP005, a novel ingenol angelate that modulates PKC functions, alone and in combination with cytotoxic agents in human colon cancer cells. Benhadji, KA; Calvo, F; Cvitkovic, E; Faivre, S; Ghoul, A; Hammel, P; Le Tourneau, C; Lokiec, F; Ogbourne, SM; Raymond, E; Serova, M, 2008) | 0.88 |
Dosage Studied
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Protein Targets (11)
Activation Measurements
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Serine/threonine-protein kinase D3 | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| Protein kinase C gamma type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| Protein kinase C beta type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| Protein kinase C alpha type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| Protein kinase C eta type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| Protein kinase C iota type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| Protein kinase C epsilon type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 2.9484 | 8.1900 | AID1459482 |
| Protein kinase C theta type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 2.7787 | 7.2500 | AID1459482 |
| Protein kinase C zeta type | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0030 | 0.2488 | 0.9100 | AID1459482 |
| Protein kinase C delta type | Homo sapiens (human) | EC50 (µMol) | 0.0269 | 0.0041 | 0.9229 | 5.1700 | AID1063167; AID1459482; AID772934 |
| Serine/threonine-protein kinase D1 | Homo sapiens (human) | EC50 (µMol) | 0.0725 | 0.0095 | 0.3307 | 0.9100 | AID1459482 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
Biological Processes (242)
Molecular Functions (38)
Ceullar Components (60)
Bioassays (74)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1459521 | Activation of PKC in human platelet assessed as reduction in phosphorylation of PKD at 0.1 in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459503 | Activation of PKC in human platelet assessed as phosphorylation of MARCK at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1231846 | Antiviral activity against chikungunya virus Indian ocean strain 899 infected in Vero cells assessed as virus-induced cytopathic effect after 6 to 7 days | 2015 | Journal of natural products, Jun-26, Volume: 78, Issue:6 | Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication. |
| AID1459511 | Induction of PKC-beta1 translocation from cytosol to plasma membrane in human platelet at 0.1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459527 | Induction of PKC-beta1 translocation from cytosol to plasma membrane in human platelet at 1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459490 | Activation of PKC in human platelet assessed as phosphorylation of VASP at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459493 | Activation of PKC in human platelet assessed as phosphorylation of p38 at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID772944 | Induction of oxidative burst in polymorphonuclear leukocytes (unknown origin) isolated from buffy coat after 40 mins by fluorescence assay | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1406278 | Cytotoxicity against human MT4 cells after 3 days by CytoTox-Glo assay | 2018 | European journal of medicinal chemistry, Aug-05, Volume: 156 | Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. |
| AID1459508 | Activation of PKC in human platelet assessed as phosphorylation of PKC substrates at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459530 | Induction of PKC-theta translocation from cytosol to plasma membrane in human platelet at 1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459497 | Activation of PKC in human platelet assessed as phosphorylation of PKD at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1063175 | Chemical stability of the compound in aqueous buffer with less than 30% organic solvent assessed as compound recovery at pH 7.4 measured over 16 hrs by HPLC analysis | 2014 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1 | Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1406283 | Reactivation of latent HIV1 infected in human J-Lat A2 cells assessed as increase in GFP expression at 10 to 50 nM after 72 hrs by flow cytometric method | 2018 | European journal of medicinal chemistry, Aug-05, Volume: 156 | Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. |
| AID1459528 | Induction of PKC-delta translocation from cytosol to plasma membrane in human platelet at 1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459535 | Activation of PKC in human platelet assessed as reduction in phosphorylation of PKC substrates at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID772942 | Induction of TNFalpha release in human primary epidermal keratinocytes after 6 hrs | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID772934 | Activation of PKCdelta (unknown origin) using phosphatidylserine as substrate | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1459545 | Activation of PKC in human platelet assessed as reduction in phosphorylation of PKD at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459496 | Activation of PKC in human platelet assessed as phosphorylation of PKD at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459484 | Activation of PKC in human platelet assessed as increase in platelet secretion by measuring ATP release at 0.1 uM measured after 5 mins by luciferin-luciferase assay | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1410019 | Reactivation of latent HIV1 infected in human J-Lat A2 cells assessed as increase in GFP positive cells at 0.5 nM after 72 hrs by flow cytometric analysis | 2018 | ACS medicinal chemistry letters, Mar-08, Volume: 9, Issue:3 | Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor. |
| AID1459544 | Activation of PKC in human platelet assessed as reduction in phosphorylation of p38 at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459522 | Activation of PKC in human platelet assessed as reduction in phosphorylation of ERK at 0.1 uM in presence of PKC inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1410014 | Selectivity index, ratio of CC50 for human U937 cells to EC50 for reactivation of latent HIV1 infected in human U1 cells | 2018 | ACS medicinal chemistry letters, Mar-08, Volume: 9, Issue:3 | Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor. |
| AID1231851 | Selectivity index, CC50 for african green monkey Vero cells to EC50 for HIV2 ROD | 2015 | Journal of natural products, Jun-26, Volume: 78, Issue:6 | Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication. |
| AID1459499 | Activation of PKC in human platelet assessed as induction of platelet aggregation in presence of PKC inhibitor GF109203X measured within 15 mins by tribidimetric method | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1406281 | Reactivation of latent HIV1 infected in human U1 cells assessed as increase in p24 production after 72 hrs by ELISA | 2018 | European journal of medicinal chemistry, Aug-05, Volume: 156 | Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. |
| AID1459533 | Activation of PKC in human platelet assessed as increase in platelet secretion by measuring ATP release at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 5 mins by luciferin-luciferase assay | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459509 | Induction of PKC-alpha translocation from cytosol to plasma membrane in human platelet at 0.1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1406279 | Selectivity index, ratio of CC50 for human MT4 cells to EC50 for Human immunodeficiency virus 1 NL4-3 infected in human MT4 cells | 2018 | European journal of medicinal chemistry, Aug-05, Volume: 156 | Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. |
| AID1410013 | Cytotoxicity against human U937 cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo luminescent cell viability assay | 2018 | ACS medicinal chemistry letters, Mar-08, Volume: 9, Issue:3 | Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor. |
| AID1231848 | Antiviral activity against HIV1 3B infected in MT4 cells assessed as cell viability after 5 days by MTT assay | 2015 | Journal of natural products, Jun-26, Volume: 78, Issue:6 | Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication. |
| AID1459505 | Activation of PKC in human platelet assessed as phosphorylation of ERK at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID772937 | Induction of oxidative burst in polymorphonuclear leukocytes (unknown origin) isolated from buffy coat at 10 uM after 40 mins by fluorescence assay in presence of PKC inhibitor bisindolylmaleimide 1 | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1231850 | Antiviral activity against HIV2 ROD infected in MT4 cells assessed as cell viability after 5 days by MTT assay | 2015 | Journal of natural products, Jun-26, Volume: 78, Issue:6 | Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication. |
| AID1459542 | Activation of PKC in human platelet assessed as reduction in phosphorylation of VASP at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459537 | Activation of PKC in human platelet assessed as reduction in phosphorylation of MARCK at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1406277 | Antiviral activity against Human immunodeficiency virus 1 NL4-3 infected in human MT4 cells measured on day 3 post infection by Nano-Glo luciferase reporter gene assay | 2018 | European journal of medicinal chemistry, Aug-05, Volume: 156 | Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. |
| AID1459513 | Induction of PKC-delta translocation from cytosol to plasma membrane in human platelet at 0.1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459487 | Activation of PKC in human platelet assessed as phosphorylation of AKT at ser-308 at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459491 | Activation of PKC in human platelet assessed as phosphorylation of VASP at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459494 | Activation of PKC in human platelet assessed as phosphorylation of p38 at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1231847 | Selectivity index, CC50 for african green monkey Vero cells to EC50 for chikungunya virus Indian ocean strain 899 | 2015 | Journal of natural products, Jun-26, Volume: 78, Issue:6 | Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication. |
| AID1410022 | Cytotoxicity against human J-Lat (A2) cells assessed as effect on cell viability at 0.5 nM after 72 hrs by flow cytometric analysis | 2018 | ACS medicinal chemistry letters, Mar-08, Volume: 9, Issue:3 | Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor. |
| AID1410011 | Reactivation of latent HIV1 infected in human U1 cells assessed as increase in p24 production after 48 hrs by ELISA | 2018 | ACS medicinal chemistry letters, Mar-08, Volume: 9, Issue:3 | Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor. |
| AID1459482 | Activation of PKC in human platelet assessed as induction of platelet aggregation measured within 15 mins by tribidimetric method | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1063172 | Induction of proimflammatory activity in human primary epidermal keratinocytes assessed as TNFalpha release after 6 hrs | 2014 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1 | Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1459547 | Activation of PKC in human platelet assessed as reduction in phosphorylation of ERK at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID772938 | Induction of necrosis in human HeLa cells after 30 mins by resazurin assay | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1063167 | Activation of PKCdelta (unknown origin) after 40 mins | 2014 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1 | Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1063170 | Induction of proimflammatory activity in human primary epidermal keratinocytes assessed as IL-8 release after 6 hrs | 2014 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1 | Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1063174 | Immunostimulatory activity in polymorphonuclear leukocytes (unknown origin) assessed as induction of oxidative burst after 40 mins by fluorescence assay | 2014 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1 | Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1459539 | Activation of PKC in human platelet assessed as reduction in phosphorylation of AKT at ser-308 at 0.1 to 1 uM in presence of PKCalpha/beta inhibitor Go6976 measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1231849 | Selectivity index, CC50 for african green monkey Vero cells to EC50 for HIV1 3B | 2015 | Journal of natural products, Jun-26, Volume: 78, Issue:6 | Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication. |
| AID1063168 | Induction of necrosis in human HeLa cells assessed as remaining metabolic activity after 30 mins by resazurin dye-based assay | 2014 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1 | Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1459526 | Induction of PKC-alpha translocation from cytosol to plasma membrane in human platelet at 1 uM measured after 1 min by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459488 | Activation of PKC in human platelet assessed as phosphorylation of AKT at ser-308 at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459485 | Activation of PKC in human platelet assessed as increase in platelet secretion by measuring ATP release at 1 uM measured after 5 mins by luciferin-luciferase assay | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID772936 | Induction of TNFalpha release in human primary epidermal keratinocytes after 6 hrs in presence of PKC inhibitor bisindolylmaleimide 1 | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID772939 | Induction of IL-8 release in human primary epidermal keratinocytes after 6 hrs by HTRF assay | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID772945 | Chemical stability of the compound in aqueous buffer assessed as drug recovery after 16 hrs at pH 7.4 by HPLC analysis | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1410012 | Reactivation of latent HIV1 infected in human U1 cells assessed as increase in p24 production after 48 hrs by ELISA relative to vorinostat | 2018 | ACS medicinal chemistry letters, Mar-08, Volume: 9, Issue:3 | Elimination of HIV-1 Latently Infected Cells by Gnidimacrin and a Selective HDAC Inhibitor. |
| AID1459525 | Activation of PKC in human platelet assessed as phosphorylation of ERK at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID772935 | Induction of IL-8 release in human primary epidermal keratinocytes after 6 hrs by HTRF assay in presence of PKC inhibitor bisindolylmaleimide 1 | 2013 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 23, Issue:20 | Syntheses, biological evaluation and SAR of ingenol mebutate analogues for treatment of actinic keratosis and non-melanoma skin cancer. |
| AID1459524 | Activation of PKC in human platelet assessed as increase in platelet secretion by measuring ATP release at 0.1 to 1 uM in presence of PKC inhibitor GF109203X measured after 5 mins by luciferin-luciferase assay | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459500 | Activation of PKC in human platelet assessed as phosphorylation of MARCK at 1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459507 | Activation of PKC in human platelet assessed as phosphorylation of PKC substrates at 0.1 uM measured after 10 mins by Western blot analysis | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1459515 | Activation of PKC in human platelet assessed as platelet aggregation in presence of PKCalpha/beta inhibitor Go6976 measured within 15 mins by tribidimetric method | 2016 | Journal of natural products, 10-28, Volume: 79, Issue:10 | Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. |
| AID1345308 | Human protein kinase C beta (Alpha subfamily) | 2004 | Cancer research, May-01, Volume: 64, Issue:9 | Characterization of the interaction of ingenol 3-angelate with protein kinase C. |
| AID1345407 | Human protein kinase C alpha (Delta subfamily) | 2004 | Cancer research, May-01, Volume: 64, Issue:9 | Characterization of the interaction of ingenol 3-angelate with protein kinase C. |
| AID1345382 | Human protein kinase C delta (Delta subfamily) | 2004 | Cancer research, May-01, Volume: 64, Issue:9 | Characterization of the interaction of ingenol 3-angelate with protein kinase C. |
| AID1345307 | Human protein kinase C gamma (Alpha subfamily) | 2004 | Cancer research, May-01, Volume: 64, Issue:9 | Characterization of the interaction of ingenol 3-angelate with protein kinase C. |
| AID1345397 | Human protein kinase C epsilon (Eta subfamily) | 2004 | Cancer research, May-01, Volume: 64, Issue:9 | Characterization of the interaction of ingenol 3-angelate with protein kinase C. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
Research
Studies (246)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 16 (6.50) | 29.6817 |
| 2010's | 189 (76.83) | 24.3611 |
| 2020's | 41 (16.67) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
Market Indicators
Research Demand Index: 29.43
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 moderate demand-to-supply ratio for research on this compound.
| This Compound (29.43) All Compounds (24.57) |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 43 (15.99%) | 5.53% |
| Reviews | 30 (11.15%) | 6.00% |
| Case Studies | 48 (17.84%) | 4.05% |
| Observational | 6 (2.23%) | 0.25% |
| Other | 142 (52.79%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||