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(E)-1,7-Bis(4-hydroxyphenyl)hept-4-en-3-one

Description

(E)-1,7-Bis(4-hydroxyphenyl)hept-4-en-3-one : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID23786382
CHEMBL ID330645
CHEBI ID182667

Synonyms (15)

Synonym
(e)-1,7-bis(4-hydroxyphenyl)hept-4-en-3-one
CHEBI:182667
MEGXP0_000308
platyphyllenone
CHEMBL330645
56973-65-0
1,7-bis(4-hydroxyphenyl)-4-hepten-3-one, >=95% (lc/ms-elsd)
AKOS032948799
1,7-bis(4-hydroxyphenyl)-4-hepten-3-one
DTXSID301346755
platyphyllene
AKOS040762208
FS-10027
CS-0023079
HY-N3043

Drug Classes (1)

ClassDescription
diarylheptanoidA family of plant metabolites with a common 1,7-diphenylheptane structural skeleton, carrying various substituents. They are mainly distributed in the roots, rhizomes and bark of Alpinia, Zingiber, Curcuma and Alnus species.

Bioassays (19)

Assay IDTitleYearJournalArticle
AID466922Cytotoxicity against HEK293 cells after 16 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
ISSN: 1768-3254
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID480667Inhibition of anti-DNP-IgE-induced degranulation in rat RBL2H3 cells assessed as betahexosaminidase released at 10 uM after 20 mins by microplate reader assay2010Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue:9
ISSN: 1464-3405
Inhibition of antigen-induced degranulation by aryl compounds isolated from the bark of Betula platyphylla in RBL-2H3 cells.
AID1607890Inhibition of COX2 (unknown origin) at 10 mM using arachidonic acid as substrate preincubated for 15 mins followed by arachidonic acid addition measured after 2 mins by ELISA relative to control2019European journal of medicinal chemistry, Oct-01, Volume: 179ISSN: 1768-3254Human disorders associated with inflammation and the evolving role of natural products to overcome.
AID738071Inhibition of differentiation of mouse 3T3L1 cells assessed as lipid accumulation at 50 uM after 8 days by using Oil Red O staining by spectrophotometry relative to control2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
ISSN: 1464-3405
Anti-adipogenic diarylheptanoids from Alnus hirsuta f. sibirica on 3T3-L1 cells.
AID738070Inhibition of differentiation of mouse 3T3L1 cells assessed as lipid accumulation at 100 uM after 8 days by using Oil Red O staining by spectrophotometry relative to control2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
ISSN: 1464-3405
Anti-adipogenic diarylheptanoids from Alnus hirsuta f. sibirica on 3T3-L1 cells.
AID182177Compound was tested for O2- scavenging activity using NBT method at a concentration of 20 ug/mL.1998Bioorganic & medicinal chemistry letters, Nov-03, Volume: 8, Issue:21
ISSN: 0960-894X
Hepatoprotective, superoxide scavenging, and antioxidative activities of aromatic constituents from the bark of Betula platyphylla var. japonica.
AID466919Antitrypanosomal activity against multidrug-resistant Trypanosoma brucei brucei B48 after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
ISSN: 1768-3254
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID738072Inhibition of differentiation of mouse 3T3L1 cells assessed as lipid accumulation at 10 uM after 8 days by using Oil Red O staining by spectrophotometry relative to control2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
ISSN: 1464-3405
Anti-adipogenic diarylheptanoids from Alnus hirsuta f. sibirica on 3T3-L1 cells.
AID480668Inhibition of anti-DNP-IgE-induced degranulation in rat RBL2H3 cells assessed as betahexosaminidase released at 100 uM after 20 mins by microplate reader assay2010Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue:9
ISSN: 1464-3405
Inhibition of antigen-induced degranulation by aryl compounds isolated from the bark of Betula platyphylla in RBL-2H3 cells.
AID597201Antifibrotic activity against rat HSC-T6 cells assessed as inhibition of proliferation after 48 hrs by BrdU incorporation assay2011Bioorganic & medicinal chemistry letters, May-15, Volume: 21, Issue:10
ISSN: 1464-3405
Antifibrotic constituents of Alnus firma on hepatic stellate cells.
AID461108Antiviral activity against Influenza A virus (A/Korea/KBNP-0028/2000(H9N2)) infected in chicken egg after 5 days by hemagglutinination assay2010Bioorganic & medicinal chemistry letters, Feb-01, Volume: 20, Issue:3
ISSN: 1464-3405
Anti-influenza diarylheptanoids from the bark of Alnus japonica.
AID466917Antitrypanosomal activity against Trypanosoma brucei brucei 427 after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
ISSN: 1768-3254
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID182346Compound was tested for antioxidative activity using TBA method at a concentration of 200 ug/mL.1998Bioorganic & medicinal chemistry letters, Nov-03, Volume: 8, Issue:21
ISSN: 0960-894X
Hepatoprotective, superoxide scavenging, and antioxidative activities of aromatic constituents from the bark of Betula platyphylla var. japonica.
AID461110Cytotoxicity against CEF cells by MTT assay2010Bioorganic & medicinal chemistry letters, Feb-01, Volume: 20, Issue:3
ISSN: 1464-3405
Anti-influenza diarylheptanoids from the bark of Alnus japonica.
AID738069Inhibition of differentiation of mouse 3T3L1 cells assessed as reduction of lipid accumulation after 8 days by using Oil Red O staining by spectrophotometry relative to control2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
ISSN: 1464-3405
Anti-adipogenic diarylheptanoids from Alnus hirsuta f. sibirica on 3T3-L1 cells.
AID466918Antitrypanosomal activity against diminazene-resistant Trypanosoma brucei brucei deltaTbat1-KO after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
ISSN: 1768-3254
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID466921Antileishmanial activity against Leishmania mexicana MNYC/BZ/62/M379 amastigotes after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
ISSN: 1768-3254
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID461109Selectivity index, ratio of CC50 for CEF cells to EC50 for Influenza A virus (A/Korea/KBNP-0028/2000(H9N2))2010Bioorganic & medicinal chemistry letters, Feb-01, Volume: 20, Issue:3
ISSN: 1464-3405
Anti-influenza diarylheptanoids from the bark of Alnus japonica.
AID466920Antileishmanial activity against Leishmania major Friedlin promastigotes after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
ISSN: 1768-3254
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (14.29)18.2507
2000's0 (0.00)29.6817
2010's6 (85.71)24.3611
2020's0 (0.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
tetrahydrocurcuminbeta-diketone;
diarylheptanoid;
polyphenol
metabolite00low000000
myricanonearomatic ether;
cyclic ketone;
diarylheptanoid;
methoxybenzenes;
phenols
antineoplastic agent;
plant metabolite
00low000000
dichamanetindiarylheptanoidmetabolite00low000000
hirsutanonediarylheptanoid00low000000
curcuminaromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol
anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
00low000000
[3-amino-6-(4-methoxyphenyl)-2-thieno[2,3-b]pyridinyl]-(3,4-dimethoxyphenyl)methanonediarylheptanoid00low000000
3-(3-fluoro-4-methoxyphenyl)-5-phenyl-7-furo[3,2-g][1]benzopyranonediarylheptanoid00low000000
5-[(4-chlorophenyl)-oxomethyl]-4-hydroxy-6-[5-(2-nitrophenyl)-2-furanyl]-4-(trifluoromethyl)-1,3-diazinan-2-onediarylheptanoid00low000000
gingerenone adiarylheptanoid00low000000
bisdemethoxycurcuminbeta-diketone;
diarylheptanoid;
enone;
polyphenol
EC 3.2.1.1 (alpha-amylase) inhibitor;
metabolite
00low000000
hexahydrocurcumindiarylheptanoid00low000000
5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenyl-3- heptanonediarylheptanoid00low000000
demethoxycurcuminbeta-diketone;
diarylheptanoid;
enone;
polyphenol
anti-inflammatory agent;
antineoplastic agent;
metabolite
00low000000
tetrahydroxycurcuminbeta-diketone;
catechols;
diarylheptanoid;
enone;
polyphenol
anti-inflammatory agent;
neuroprotective agent;
plant metabolite
00low000000
panduratin adiarylheptanoidmetabolite00low000000
1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-onediarylheptanoid;
enone;
phenols
plant metabolite00low000000
1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-onediarylheptanoid;
enone;
phenols
plant metabolite00low000000
1,7-bis(4-hydroxy-3-methoxyphenyl)-1,4,6-heptatrien-3-onediarylheptanoid00low000000
oregonindiarylheptanoid00low000000
5,7-dimethoxy-8-[1-(4-methoxyphenyl)-3-(3-methyl-1-piperidinyl)-3-oxopropyl]-4-phenyl-1-benzopyran-2-onediarylheptanoid00low000000
8-[1-[4-(dimethylamino)phenyl]-3-(3-methyl-1-piperidinyl)propyl]-5,7-dimethoxy-4-phenyl-1-benzopyran-2-onediarylheptanoid00low000000
1-(4-hydroxyphenyl)-7-phenyl-(6E)-hept-6-en-3-onediarylheptanoid;
ketone;
phenols
plant metabolite00low000000
bromadiolonediarylheptanoid00low000000
curcumin glucuronidediarylheptanoid00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoatecatechin201920195.0medium000010
aspirinbenzoic acids;
phenyl acetates;
salicylates
anticoagulant;
antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
EC 1.1.1.188 (prostaglandin-F synthase) inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
plant activator;
platelet aggregation inhibitor;
prostaglandin antagonist;
teratogenic agent
201920195.0low000010
diminazenecarboxamidine;
triazene derivative
antiparasitic agent;
trypanocidal drug
2010201014.0low000100
celecoxiborganofluorine compound;
pyrazoles;
sulfonamide;
toluenes
cyclooxygenase 2 inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug
201920195.0low000010
pentamidinearomatic ether;
carboxamidine;
diether
anti-inflammatory agent;
antifungal agent;
calmodulin antagonist;
chemokine receptor 5 antagonist;
EC 2.3.1.48 (histone acetyltransferase) inhibitor;
NMDA receptor antagonist;
S100 calcium-binding protein B inhibitor;
trypanocidal drug;
xenobiotic
2010201014.0low000100
troglitazonechromanes;
thiazolidinone
anticoagulant;
anticonvulsant;
antineoplastic agent;
antioxidant;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
hypoglycemic agent;
platelet aggregation inhibitor;
vasodilator agent
2013201311.0low000010
topanol 354methoxybenzenes;
phenols
1998199826.0medium001000
d-alpha tocopherolalpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite
1998199826.0low001000
butylated hydroxytoluenephenolsantioxidant;
ferroptosis inhibitor;
food additive;
geroprotector
1998199826.0low001000
zanamivirguanidinesantiviral agent;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
2010201014.0low000100
betulinic acidhydroxy monocarboxylic acid;
pentacyclic triterpenoid
anti-HIV agent;
anti-inflammatory agent;
antimalarial;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
plant metabolite
201920195.0low000010
diminazene aceturate2010201014.0medium000100
epigallocatechin gallateflavans;
gallate ester;
polyphenol
antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
2011201312.0low000020
zaluzanin Cgamma-lactone;
guaiane sesquiterpenoid;
organic heterotricyclic compound;
secondary alcohol;
sesquiterpene lactone
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
metabolite
201920195.0medium000010
syringaresinolaromatic ether;
furofuran;
lignan;
polyether;
polyphenol
plant metabolite201920195.0low000010
tetrahydrocurcuminbeta-diketone;
diarylheptanoid;
polyphenol
metabolite2010201014.0low000100
taxifolintaxifolinmetabolite1998199826.0low001000
Rhododendringlycoside1998201020.0high001100
resveratrolresveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger
201920195.0low000010
hirsutanonediarylheptanoid2010201313.0medium000220
isoliquiritigeninchalconesantineoplastic agent;
biological pigment;
EC 1.14.18.1 (tyrosinase) inhibitor;
GABA modulator;
geroprotector;
metabolite;
NMDA receptor antagonist
201920195.0low000010
rhododendrol2010201014.0low000100
curcuminaromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol
anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
201920195.0low000010
quercetin7-hydroxyflavonol;
pentahydroxyflavone
antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
2010201014.0low000100
quercetin 3-o-methyl ethermonomethoxyflavone;
tetrahydroxyflavone
antimicrobial agent;
metabolite
201920195.0low000010
isobavachalconechalcones;
polyphenol
antibacterial agent;
metabolite;
platelet aggregation inhibitor
201920195.0low000010
norathyriolpolyphenol;
xanthones
antineoplastic agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
plant metabolite
201920195.0low000010
myricitrinalpha-L-rhamnoside;
glycosyloxyflavone;
monosaccharide derivative;
pentahydroxyflavone
anti-allergic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
plant metabolite
201920195.0low000010
gingerenone adiarylheptanoid2010201014.0medium000100
acteosidecatechols;
cinnamate ester;
disaccharide derivative;
glycoside;
polyphenol
anti-inflammatory agent;
antibacterial agent;
antileishmanial agent;
neuroprotective agent;
plant metabolite
201920195.0low000010
bisdemethoxycurcuminbeta-diketone;
diarylheptanoid;
enone;
polyphenol
EC 3.2.1.1 (alpha-amylase) inhibitor;
metabolite
2010201014.0low000100
hexahydrocurcumindiarylheptanoid2010201014.0low000100
muromonab-cd3extended flavonoid;
pyranochromane;
trihydroxyflavone
anti-inflammatory agent;
plant metabolite
201920195.0low000010
ergosterol-5,8-peroxide3beta-sterol;
ergostanoid;
organic peroxide;
phytosterols
antimycobacterial drug;
antineoplastic agent;
metabolite;
trypanocidal drug
201920195.0low000010
guttiferone e201920195.0low000010
lichexanthonearomatic ether;
phenols;
xanthones
plant metabolite201920195.0medium000010
tetrahydroxycurcuminbeta-diketone;
catechols;
diarylheptanoid;
enone;
polyphenol
anti-inflammatory agent;
neuroprotective agent;
plant metabolite
2010201014.0medium000100
1,3,5,6-tetrahydroxyxanthone201920195.0medium000010
Norartocarpetinflavones201920195.0medium000010
24-ethyl-4-cholesten-3-oneC29-steroid;
steroid
metabolite201920195.0low000010
lyonisidebeta-D-glucoside;
monosaccharide derivative;
steroid saponin
plant metabolite201920195.0low000010
diacetylcurcumin2010201014.0low000100
13-oxo-9,11-octadecadienoic acid13-oxo-9,11-octadecadienoic acidmetabolite;
mouse metabolite
201920195.0high000010
cajaninestilbenoid201920195.0low000010
platyphylloside2010201014.0high000200
hirsutanonol2010201312.5high000110
dimethoxycurcumin2010201014.0low000100
2,4,2',4'-Tetrahydroxychalconechalcones201920195.0medium000010
1,7-bis(4-hydroxy-3-methoxyphenyl)-1,4,6-heptatrien-3-onediarylheptanoid2010201014.0low000100
chikusetsu saponin ivatriterpenoid saponinmetabolite201920195.0low000010
oregonindiarylheptanoid2010201312.7medium000120
Norartocarpanoneflavanones201920195.0medium000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Arthritis, Rheumatoid0201920195.0low000010
Benign Neoplasms0201920195.0low000010
Cardiovascular Diseases0201920195.0low000010
Cirrhosis, Liver02011201113.0low000010
Dermatoses0201920195.0low000010
Inflammation0201920195.0low000010
Innate Inflammatory Response0201920195.0low000010
Liver Cirrhosis02011201113.0low000010
Neoplasms0201920195.0low000010
Rheumatoid Arthritis0201920195.0low000010
Skin Diseases0201920195.0low000010