Compounds > puupehenone
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puupehenone

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Description

puupehenone: a cytotoxic sesquiterpene-methylene quinone isolated from marine sponge Stronglyophora hartmani [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID4988
MeSH IDM0151753
PubMed CID72536
SCHEMBL ID3038215
MeSH IDM0151753

Synonyms (13)

Synonym
73573-17-8
NSC292446 ,
puupehenone
nsc-292446
10-hydroxy-4,4,6a,12b-tetramethyl-1,2,3,4,4a,5,6,6a,12a,12b-decahydro-9h-benzo[a]xanthen-9-one
10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1h-benzo[a]xanthen-9-one
9h-benzo[a]xanthen-9-one,1,2,3,4,4a,5,6,6a,12a,12b-decahydro-10-hydroxy-4,4,6a,12b-tetramethyl-,(4as,6as,12ar,12bs)-
DTXSID10994365
(4as,6as,12ar,12bs)-10-hydroxy-4,4,6a,12b-tetramethyl-2,3,4a,5,6,12a-hexahydro-1h-benzo[a]xanthen-9-one
9h-benzo[a]xanthen-9-one, 1,2,3,4,4a,5,6,6a,12a,12b-decahydro-10-hydroxy-4,4,6a,12b-tetramethyl-, (4as,6as,12ar,12bs)-
9h-benzo(a)xanthen-9-one, 1,2,3,4,4a,5,6,6a,12a,12b-decahydro-10-hydroxy-4,4,6a,12b-tetramethyl-, (4aalpha,6aalpha,12aalpha,12bbeta)-(+)-
nsc 292446
SCHEMBL3038215
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)IC50 (µMol)0.68000.00011.68479.3200AID485951
Polyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)IC50 (µMol)3.38000.04002.099810.0000AID354432; AID485950
Polyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)IC50 (µMol)12.20000.10002.452310.0000AID354433; AID485949
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Endothelial PAS domain-containing protein 1Homo sapiens (human)EC50 (µMol)3.30000.02000.93303.3000AID707849
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (79)

Processvia Protein(s)Taxonomy
negative regulation of endothelial cell proliferationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte chemotaxis involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte migration involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
humoral immune responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of bone mineralizationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
dendritic cell migrationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
glucose homeostasisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
long-chain fatty acid biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of fat cell differentiationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of insulin secretionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of vascular wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory response to woundingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cytokine production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cellular response to oxidative stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene A4 biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of reactive oxygen species biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of response to endoplasmic reticulum stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of sprouting angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of leukocyte adhesion to arterial endothelial cellPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxin biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipid oxidationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
ossificationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
negative regulation of adaptive immune responsePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
phosphatidylethanolamine biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
inflammatory responsePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
positive regulation of cell-substrate adhesionPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
fatty acid oxidationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
bone mineralizationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
positive regulation of actin filament polymerizationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
response to endoplasmic reticulum stressPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
regulation of peroxisome proliferator activated receptor signaling pathwayPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cellular response to interleukin-13Polyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
wound healingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
long-chain fatty acid biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
apoptotic cell clearancePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
linoleic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
regulation of inflammatory responsePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
hepoxilin biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cellular response to calcium ionPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
regulation of engulfment of apoptotic cellPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipoxin A4 biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipid oxidationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
linoleic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
leukotriene A4 metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
lipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
negative regulation of muscle cell apoptotic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
fatty acid oxidationPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
unsaturated fatty acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
superoxide anion generationPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
linoleic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
hepoxilin biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
establishment of skin barrierPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
negative regulation of platelet aggregationPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
leukotriene A4 metabolic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
lipoxin A4 biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
lipoxin B4 biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
lipid oxidationPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
response to hypoxiaEndothelial PAS domain-containing protein 1Homo sapiens (human)
angiogenesisEndothelial PAS domain-containing protein 1Homo sapiens (human)
embryonic placenta developmentEndothelial PAS domain-containing protein 1Homo sapiens (human)
blood vessel remodelingEndothelial PAS domain-containing protein 1Homo sapiens (human)
regulation of heart rateEndothelial PAS domain-containing protein 1Homo sapiens (human)
epithelial cell maturationEndothelial PAS domain-containing protein 1Homo sapiens (human)
response to oxidative stressEndothelial PAS domain-containing protein 1Homo sapiens (human)
mitochondrion organizationEndothelial PAS domain-containing protein 1Homo sapiens (human)
signal transductionEndothelial PAS domain-containing protein 1Homo sapiens (human)
visual perceptionEndothelial PAS domain-containing protein 1Homo sapiens (human)
erythrocyte differentiationEndothelial PAS domain-containing protein 1Homo sapiens (human)
lung developmentEndothelial PAS domain-containing protein 1Homo sapiens (human)
norepinephrine metabolic processEndothelial PAS domain-containing protein 1Homo sapiens (human)
mRNA transcription by RNA polymerase IIEndothelial PAS domain-containing protein 1Homo sapiens (human)
surfactant homeostasisEndothelial PAS domain-containing protein 1Homo sapiens (human)
positive regulation of transcription by RNA polymerase IIEndothelial PAS domain-containing protein 1Homo sapiens (human)
myoblast fate commitmentEndothelial PAS domain-containing protein 1Homo sapiens (human)
multicellular organismal-level iron ion homeostasisEndothelial PAS domain-containing protein 1Homo sapiens (human)
cellular response to hypoxiaEndothelial PAS domain-containing protein 1Homo sapiens (human)
positive regulation of cold-induced thermogenesisEndothelial PAS domain-containing protein 1Homo sapiens (human)
regulation of protein neddylationEndothelial PAS domain-containing protein 1Homo sapiens (human)
regulation of transcription by RNA polymerase IIEndothelial PAS domain-containing protein 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
arachidonate 5-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
iron ion bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
protein bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
hydrolase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 8(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
iron ion bindingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
protein bindingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
phosphatidylinositol-4,5-bisphosphate bindingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
linoleate 13S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
arachidonate 15-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
iron ion bindingPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
protein bindingPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
linoleate 13S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
hepoxilin-epoxide hydrolase activityPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
arachidonate 15-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
sequence-specific DNA bindingEndothelial PAS domain-containing protein 1Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingEndothelial PAS domain-containing protein 1Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificEndothelial PAS domain-containing protein 1Homo sapiens (human)
transcription coactivator bindingEndothelial PAS domain-containing protein 1Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificEndothelial PAS domain-containing protein 1Homo sapiens (human)
protein bindingEndothelial PAS domain-containing protein 1Homo sapiens (human)
protein heterodimerization activityEndothelial PAS domain-containing protein 1Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingEndothelial PAS domain-containing protein 1Homo sapiens (human)
RNA polymerase II transcription regulatory region sequence-specific DNA bindingEndothelial PAS domain-containing protein 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (21)

Processvia Protein(s)Taxonomy
extracellular regionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
extracellular spacePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelope lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nucleoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
cytosolPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear matrixPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear membranePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
secretory granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
perinuclear region of cytoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
ficolin-1-rich granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipid dropletPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytoplasmic side of plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytoplasmPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
membranePolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
sarcolemmaPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
extracellular exosomePolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
sarcolemmaPolyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)
nucleoplasmEndothelial PAS domain-containing protein 1Homo sapiens (human)
cytosolEndothelial PAS domain-containing protein 1Homo sapiens (human)
nuclear speckEndothelial PAS domain-containing protein 1Homo sapiens (human)
chromatinEndothelial PAS domain-containing protein 1Homo sapiens (human)
transcription regulator complexEndothelial PAS domain-containing protein 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (66)

Assay IDTitleYearJournalArticle
AID441163Antifungal activity against Cryptococcus neoformans ATCC 90113 after 72 hrs by two fold serial dilution technique2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Puupehanol, a sesquiterpene-dihydroquinone derivative from the marine sponge Hyrtios sp.
AID397144Cytotoxicity against mouse P388 cells after 48 hrs by MTT assay1993Journal of natural products, Jun, Volume: 56, Issue:6
Evaluation of marine sponge metabolites for cytotoxicity and signal transduction activity.
AID375999Antimalarial activity against chloroquine-resistant Plasmodium falciparum FcB1 in human erythrocytes after 48 hrs by [G-3H]hypoxanthine uptake1999Journal of natural products, Sep, Volume: 62, Issue:9
Methanol adduct of puupehenone, a biologically active derivative from the marine sponge Hyrtios species.
AID1202843Antioxidant activity assessed as ferric reducing antioxidant power at 1 mg/ml by FRAP assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Puupehenol, a potent antioxidant antimicrobial meroterpenoid from a Hawaiian deep-water Dactylospongia sp. sponge.
AID354431Inhibition of soybean 15-lipoxygenase2003Journal of natural products, Feb, Volume: 66, Issue:2
Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
AID397145Cytotoxicity against mouse EL-4.IL-2 cells after 3 to 4 days by Trypan blue exclusion test1993Journal of natural products, Jun, Volume: 56, Issue:6
Evaluation of marine sponge metabolites for cytotoxicity and signal transduction activity.
AID707842Cytotoxicity against human 786-0 cells expressing HIF2alpha after 2 days by XTT assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID337739In vivo cytotoxicity against mouse P388 cells at 25 mg/kg administered daily for 9 days relative to control
AID707658Downregulation of HIF1alpha mRNA expression in human RCC4 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID485957Inhibition of HDAC2009Journal of natural products, Oct, Volume: 72, Issue:10
Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.
AID707666Inhibition of HIF2alpha in human RCC4 cells coexpressing HIF1alpha assessed as reduction in TGFalpha mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707849Inhibition of HIF2alpha in human 786-0 cells expressing truncated HIF1alpha assessed as reduction in luciferase activity after 24 hrs by reporter gene assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707846Inhibition of HIF-mediated VEGFA protein expression in serum deprived human 786-0 cells at 20 uM after 48 hrs relative to control2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707671Downregulation of HIF1alpha mRNA expression in human 786-0 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707664Inhibition of HIF2alpha in human RCC4 cells coexpressing HIF1alpha assessed as reduction in GLUT1 mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707648Downregulation of HIF1alpha mRNA expression in human SK-RC-28 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID376000Antimalarial activity against chloroquine-resistant Plasmodium falciparum PFB in human erythrocytes after 48 hrs by [G-3H]hypoxanthine uptake1999Journal of natural products, Sep, Volume: 62, Issue:9
Methanol adduct of puupehenone, a biologically active derivative from the marine sponge Hyrtios species.
AID441164Antifungal activity against Candida albicans ATCC 90028 after 48 hrs by two fold serial dilution technique2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Puupehanol, a sesquiterpene-dihydroquinone derivative from the marine sponge Hyrtios sp.
AID485953Selectivity ratio of IC50 for human reticulocyte 15-lipoxygenase to IC50 for human 5-lipoxygenase2009Journal of natural products, Oct, Volume: 72, Issue:10
Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.
AID485950Inhibition of human reticulocyte N-terminal His6-tagged 15-lipoxygenase by UV-vis spectrometry2009Journal of natural products, Oct, Volume: 72, Issue:10
Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.
AID1202846Antimicrobial activity against Bacillus cereus at 10 ug/disc by disc diffusion assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Puupehenol, a potent antioxidant antimicrobial meroterpenoid from a Hawaiian deep-water Dactylospongia sp. sponge.
AID485952Selectivity ratio of IC50 for human platelet 12-lipoxygenase to IC50 for human 5-lipoxygenase2009Journal of natural products, Oct, Volume: 72, Issue:10
Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.
AID1601824Antimycobacterial activity against Mycobacterium tuberculosis H37Rv assessed as inhibition of mycobacterial growth at 12.5 ug/ml relative to control2019European journal of medicinal chemistry, Mar-01, Volume: 165Marine natural products as potential anti-tubercular agents.
AID337737Cytotoxicity against human HCT8 cells
AID441167Antifungal activity against Aspergillus fumigatus ATCC 90906 after 48 hrs by two fold serial dilution technique2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Puupehanol, a sesquiterpene-dihydroquinone derivative from the marine sponge Hyrtios sp.
AID441165Antifungal activity against Candida krusei ATCC 6258 after 48 hrs by two fold serial dilution technique2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Puupehanol, a sesquiterpene-dihydroquinone derivative from the marine sponge Hyrtios sp.
AID354433Inhibition of His-tagged human platelet 12-lipoxygenase2003Journal of natural products, Feb, Volume: 66, Issue:2
Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
AID375997Toxicity against Artemia salina1999Journal of natural products, Sep, Volume: 62, Issue:9
Methanol adduct of puupehenone, a biologically active derivative from the marine sponge Hyrtios species.
AID485949Inhibition of human platelet N-terminal His6-tagged 12-lipoxygenase by UV-vis spectrometry2009Journal of natural products, Oct, Volume: 72, Issue:10
Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.
AID1202845Antimicrobial activity against Staphylococcus aureus at 10 ug/disc by disc diffusion assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Puupehenol, a potent antioxidant antimicrobial meroterpenoid from a Hawaiian deep-water Dactylospongia sp. sponge.
AID354435Ratio of IC50 for human 12-lipoxygenase to IC50 for soybean 15-lipoxygenase2003Journal of natural products, Feb, Volume: 66, Issue:2
Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
AID441166Antifungal activity against Candida glabrata ATCC 90030 after 48 hrs by two fold serial dilution technique2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Puupehanol, a sesquiterpene-dihydroquinone derivative from the marine sponge Hyrtios sp.
AID1202848Antimicrobial activity against Pseudomonas aeruginosa at 10 ug/disc by disc diffusion assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Puupehenol, a potent antioxidant antimicrobial meroterpenoid from a Hawaiian deep-water Dactylospongia sp. sponge.
AID397143Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay1993Journal of natural products, Jun, Volume: 56, Issue:6
Evaluation of marine sponge metabolites for cytotoxicity and signal transduction activity.
AID1202847Antimicrobial activity against Escherichia coli at 10 ug/disc by disc diffusion assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Puupehenol, a potent antioxidant antimicrobial meroterpenoid from a Hawaiian deep-water Dactylospongia sp. sponge.
AID707661Inhibition of HIF2alpha in human RCC4 cells coexpressing HIF1alpha assessed as reduction in CCND1 mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707841Cytotoxicity against human RCC4 cells expressing HIF2alpha and HIF1alpha after 2 days by XTT assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707677Inhibition of HIF2alpha in human 786-0 cells assessed as reduction in TGFalpha mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707676Inhibition of HIF2alpha in human 786-0 cells assessed as reduction in GLUT1 mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707675Inhibition of HIF2alpha in human 786-0 cells assessed as reduction in CCND1 mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707674Inhibition of HIF2alpha in human 786-0 cells assessed as reduction in VEGFA mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707654Downregulation of TGFalpha mRNA expression in human SK-RC-28 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707669Downregulation of HIF2alpha mRNA expression in human 786-0 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID355800Antioxidant activity assessed as DPPH free radical scavenging activity by TLC autoradiographic assay2003Journal of natural products, May, Volume: 66, Issue:5
Marine natural products as novel antioxidant prototypes.
AID707660Inhibition of HIF1alpha/2alpha in human RCC4 cells assessed as reduction in VEGFA mRNA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID355801Antioxidant activity against TPA-induced ROS production in human HL60 cells by 2',7'-dichlorodihydrofluorescein diacetate cellular-based assay2003Journal of natural products, May, Volume: 66, Issue:5
Marine natural products as novel antioxidant prototypes.
AID375998Antimalarial activity against chloroquine-sensitive Plasmodium falciparum F32 in human erythrocytes after 48 hrs by [G-3H]hypoxanthine uptake1999Journal of natural products, Sep, Volume: 62, Issue:9
Methanol adduct of puupehenone, a biologically active derivative from the marine sponge Hyrtios species.
AID397142Cytotoxicity against human A549 cells after 48 hrs by MTT assay1993Journal of natural products, Jun, Volume: 56, Issue:6
Evaluation of marine sponge metabolites for cytotoxicity and signal transduction activity.
AID707646Downregulation of HIF2alpha mRNA expression in human SK-RC-28 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707845Inhibition of total protein expression in serum deprived human 786-0 cells at 20 uM after 48 hrs relative to control2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707650Downregulation of CCND1 mRNA expression in human SK-RC-28 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID707653Downregulation of GLUT1 mRNA expression in human SK-RC-28 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID485951Inhibition of human N-terminal His6-tagged 5-lipoxygenase arachidonic acid by UV-vis spectrometry2009Journal of natural products, Oct, Volume: 72, Issue:10
Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.
AID375996Cytotoxicity against human KB cells by neutral red assay1999Journal of natural products, Sep, Volume: 62, Issue:9
Methanol adduct of puupehenone, a biologically active derivative from the marine sponge Hyrtios species.
AID707682Cytotoxicity against human SK-RC-28 cells expressing HIF1alpha after 2 days by XTT assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID337736Cytotoxicity against human A549 cells
AID707644Inhibition of HIF1alpha in human SK-RC-28 cells assessed as reduction in carbonic anhydrase expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID354432Inhibition of His-tagged human reticulocyte 15-lipoxygenase2003Journal of natural products, Feb, Volume: 66, Issue:2
Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
AID707642Inhibition of HIF1alpha in human SK-RC-28 cells assessed as reduction in VEGFA expression at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID354434Ratio of IC50 for human 12-lipoxygenase to IC50 for human 15-lipoxygenase2003Journal of natural products, Feb, Volume: 66, Issue:2
Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
AID337735Cytotoxicity against mouse P388 cells
AID337738Cytotoxicity against human MCF7 cells
AID354436Ratio of IC50 for soybean 15-lipoxygenase to IC50 for human 15-lipoxygenase2003Journal of natural products, Feb, Volume: 66, Issue:2
Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
AID707655Downregulation of HIF2alpha mRNA expression in human RCC4 cells at 20 uM after 48 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
AID337740Antifungal activity against Candida albicans
AID707389Induction of HIF1alpha in human RCC4 cells assessed as increase in carboxy anhydrase 9 expression at 20 uM after 48 hrs by RT-PCR analysis relative to control2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Inhibition of hypoxia inducible factor-2 transcription: isolation of active modulators from marine sponges.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (15.00)18.2507
2000's9 (45.00)29.6817
2010's6 (30.00)24.3611
2020's2 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.07

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.

MetricThis Compound (vs All)
Research Demand Index20.07 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index5.21 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews2 (13.33%)6.00%
Reviews1 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other13 (86.67%)84.16%
Other9 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
xanthenes
Xanthenes: Compounds with three aromatic rings in linear arrangement with an OXYGEN in the center ring.		2.0310xanthene
tiletamine hydrochloride
Cyclohexanones: Cyclohexane ring substituted by one or more ketones in any position.. cyclohexanones : Any alicyclic ketone based on a cyclohexane skeleton and its substituted derivatives thereof.		2.0510
sclareol
sclareol: structure given in first source. sclareol : A labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea.		2.0210labdane diterpenoidantifungal agent;
antimicrobial agent;
apoptosis inducer;
fragrance;
plant metabolite
chromazonarol
chromazonarol: RN given for (4aR-(4aalpha,6abeta,12aalpha,12bbeta))-isomer; structure in first source		2.0310
l 743,872
[no description available]		2.2510
sesquiterpenes
[no description available]		5.68140
sclareolide
sclareolide: has antineoplastic activity; synthesized by oxidation of sclareol; a minor constituent of Arnica angustifolia and Sideritis nutans; structure in first source		2.0110
8-epipuupehedione
8-epipuupehedione: structure in first source		7.0310
jaspaquinol
jaspaquinol: structure in first source		2.0510
cardiovascular agents
Cardiovascular Agents: Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume.		2.1310
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.1110alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
isoniazid
hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).. Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.		3.3110carbohydrazideantitubercular agent;
drug allergen
masoprocol
nordihydroguaretic acid: antioxidant compound found in the creosote bush (Larrea tridentata)		2.4320catechols;
lignan;
tetrol		antioxidant;
ferroptosis inhibitor;
geroprotector;
plant metabolite
gliotoxin
Gliotoxin: A fungal toxin produced by various species of Trichoderma, Gladiocladium fimbriatum, Aspergillus fumigatus, and Penicillium. It is used as an immunosuppressive agent.. gliotoxin : A pyrazinoindole with a disulfide bridge spanning a dioxo-substituted pyrazine ring; mycotoxin produced by several species of fungi.		3.3110dipeptide;
organic disulfide;
organic heterotetracyclic compound;
pyrazinoindole		antifungal agent;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor;
immunosuppressive agent;
mycotoxin;
proteasome inhibitor
ampicillin
Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.		2.1110beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug
d-alpha tocopherol
Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.		2.0110alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite
meridine
meridine: polycyclic alkaloid derived from the marine sponge Corticium sp; structure given in first source		1.9810
24-methylenecholesterol
24-methylenecholesterol: RN given refers to (3beta)-isomer; structure. 24-methylenecholesterol : A 3beta-sterol having the structure of cholesterol with a methylene group at C-24.		3.31103beta-hydroxy-Delta(5)-steroid;
3beta-sterol		mouse metabolite
aaptamine
aaptamine: natural product from sea sponge Aaptos aaptos; structure given in first source; RN from CA Index Guide 1984		2.4420
xestoquinone
xestoquinone: structure given in first source; RN given refers to the (S)-isomer; RN for cpd without isomeric designation not available 5/91; isolated from the sea sponge Xestospongia sapra		2.0710
brevianamide f
brevianamide F : A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tryptophan and L-proline).. brevianamide F: isolated from the endophyte from Aspergillus fumigatus associated with Melia azedarach L that could be used to develop a natural eco-friendly herbicide.structure in first source		3.3110dipeptide;
indoles;
pyrrolopyrazine		metabolite
curcudiol
curcudiol: RN given for (S)-isomer; structure in first source		2.0110
22-epi-hippuristanol
[no description available]		1.9810
isoaaptamine
isoaaptamine: structure in first source		2.0110
latrunculin a
latrunculin A: 16-membered macrolide attached to 2-thiazolidinone moiety; from Red Sea sponge Latrunculia magnifica; see also latrunculin B; structure given in first source. latrunculin A : A bicyclic macrolide natural product consisting of a 16-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica and from the Fiji Islands sponge Cacospongia mycofijiensis. Latrunculin A inhibits actin polymerisation, microfilament organsation and microfilament-mediated processes.		1.9810cyclic hemiketal;
macrolide;
oxabicycloalkane;
thiazolidinone		actin polymerisation inhibitor;
metabolite;
toxin
epinephrine
ircinal A: from an Indonesian Acanthostrongylophora sponge with activity against infectious, tropical parasitic, and Alzheimer's diseases; structure in first source		3.3110
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.0510antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
caulerpin
caulerpin: pigment from green algae, Caulerpa lamourouxii; structure		3.3110
sclerotiorin
sclerotiorin: isolated from monoverticillate Penicillia; RN given for (R-(R*,S*-(E,E)))-isomer; structure in first source		3.3110azaphilone
pseudopteroxazole
pseudopteroxazole: structure in first source		3.3110tetralinsmetabolite
manzamine a
manzamine A: RN given refers to (1R-(1R*,9Z,13S*,13aR*,20aR*,21aR*)-isomer; RN for cpd without isomeric designation not avail 12/92. manzamine A : An alkaloid of the class of beta-carbolines isolated from Haliclona and Acanthostrongylophora. It exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).		3.5320alkaloid;
beta-carbolines;
isoquinolines		animal metabolite;
anti-HSV-1 agent;
antimalarial;
antineoplastic agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
marine metabolite
variolin b
variolin B: from Antartic sponge, Kirkpatrickia variolosa; structure in first source		2.0710
discorhabdin p
discorhabdin P: sulfur-containing pyrroloiminoquinone alkaloid (or benzothiazepine); an enzyme inhibitor from a deep-water caribbean sponge of the Genus batzella; structure in first source		1.9810
manzamine b
manzamine B: from an Indonesian Acanthostrongylophora sponge with activity against infectious, tropical parasitic, and Alzheimer's diseases; structure in first source		1.9810
demethyloxyaaptamine
demethyloxyaaptamine: from Hymeniacidon sp.; structure in first source		1.9810
jaspaquinol
jaspaquinol: structure in first source		2.4320
haliclonadiamine
haliclonadiamine: from an Indonesian sponge Haliclona sp.; structure in first source		2.0710
halicyclamine a
halicyclamine A: structure in first source		3.3110
1,4-dihydroxy-2-methoxy-7-methylanthraquinone
[no description available]		3.3110
(1S,3aR,4S,6S,6aS,9aS,9bS)-9a-isocyano-6-(2-isocyano-2-methylpropyl)-1,4-dimethyl-7-methylidene-2,3,3a,4,5,6,6a,8,9,9b-decahydro-1H-phenalene
[no description available]		1.9810diterpenoidmetabolite
halisulfate 1
halisulfate 1: an isocitrate lyase inhibitor sesterterpene sulfate from sponge, Hippospongia sp.; structure in first source		2.0110organic molecular entitymetabolite
proximicin b
proximicin B: antineoplastic agent isolated from Verrucosispora; structure in first source		3.3110
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		2.4520ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
sch 419560
Sch 419560: isolated from Pseudomonas fluorescens; structure in first source		3.3110
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		3.3110cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
4-deoxybostrycin
4-deoxybostrycin: crystalline red pigment from culture filtrate of Alternaria eichhorniae with antibacterial & phytotoxic activity; structure given in first source		3.3110
ConditionIndicatedRelationship StrengthStudiesTrials
Pulmonary Consumption
[description not available]		02.1510
Tuberculosis, Pulmonary
MYCOBACTERIUM infections of the lung.		02.1510
Benign Neoplasms
[description not available]		03.0610
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		03.0610
Atherogenesis
[description not available]		02.1310
Atherosclerosis
A thickening and loss of elasticity of the walls of ARTERIES that occurs with formation of ATHEROSCLEROTIC PLAQUES within the ARTERIAL INTIMA.		02.1310
Cancer of Colon
[description not available]		02.0110
Leucocythaemia
[description not available]		02.0110
Colonic Neoplasms
Tumors or cancer of the COLON.		02.0110
Leukemia
A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)		02.0110
Leukemia P388
An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.		01.9810
Cancer of Kidney
[description not available]		02.0710
Kidney Neoplasms
Tumors or cancers of the KIDNEY.		02.0710
Koch's Disease
[description not available]		03.1210
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		03.1210