1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-one profile

1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-one : A diarylheptanoid that is 4E-6E-dien-3-one substituted by 4-hydroxyphenyl group at positions 1 and 7. It has been isolated from the rhizomes of Curcuma kwangsiensis. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	10613719
CHEMBL ID	475829
CHEBI ID	70702

Synonym
(4e,6e)-1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one
chebi:70702 ,
CHEMBL475829
4,6-heptadien-3-one, 1,7-bis(4-hydroxyphenyl)-, (4e,6e)-
332371-82-1
1,7-bis(4-hydroxyphenyl)hepta-4e-6e-dien-3-one
AKOS025288283
1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one
1?7-bis(4-hydroxyphenyl)hepta-4?6-dien-3-one
(4e,6e)-1,7-bis(4-hydroxyphenyl)-4,6-heptadien-3-one (20)
bdbm246500
(4e,6e)-1,7-bis(4-hydroxyphenyl)-hepta-4,6-dien-3-one
Q27139033
FS-8825
(4e,6e)-1,7-bis(4-hydroxyphenyl)-4,6-heptadien-3-one
1,7-bis(4-hydroxyphenyl)-hepta-4e,6e-dien-3-one
CS-0016234
HY-N0998

Role	Description
plant metabolite	Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
diarylheptanoid	A 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.
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
enone	An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Pancreatic triacylglycerol lipase	Sus scrofa (pig)	Ki	1.9200	0.2600	5.0914	9.8000	AID1803387
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (19)

Assay ID	Title	Year	Journal	Article
AID1454229	Cytotoxicity against human NCI-H460 cells incubated for 24 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 08-01, Volume: 27, Issue:15	Novel phenanthrene and isocoumarin from the rhizomes of Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting (Dioscoreaceae).
AID770001	Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of theophylline-induced melanin production after 72 hrs by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID527190	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production by MTT assay	2010	Journal of natural products, Oct-22, Volume: 73, Issue:10	Diarylheptanoids from the Rhizomes of Curcuma kwangsiensis.
AID414773	Selectivity ratio of IC50 for ovine COX1 to IC50 for ovine COX2	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID414769	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins by microplate reader assay	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID770002	Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of theophylline-induced melanin production at 10 uM after 72 hrs by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID770005	Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of theophylline-induced melanin production at 0.3 uM after 72 hrs by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID414771	Inhibition of ovine COX1 by colorimetric assay	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID358852	Antiproliferative activity against mouse Colon 26-L5 cells by MTT assay	2001	Journal of natural products, Mar, Volume: 64, Issue:3	Six new diarylheptanoids from the seeds of Alpinia blepharocalyx.
AID414772	Inhibition of ovine COX2 by colorimetric assay	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID358853	Antiproliferative activity against human HT1080 cells by MTT assay	2001	Journal of natural products, Mar, Volume: 64, Issue:3	Six new diarylheptanoids from the seeds of Alpinia blepharocalyx.
AID770006	Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of theophylline-induced melanin production at 0.1 uM after 72 hrs by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID769999	Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 10 uM after 70 hrs by WST-8 assay in presence of theophylline	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID769998	Inhibition of mushroom tyrosinase at 10 uM	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID770003	Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of theophylline-induced melanin production at 3 uM after 72 hrs by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID414770	Antioxidant activity assessed as superoxide radical scavenging activity after 20 mins by NBT reduction assay	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID770000	Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 3 uM after 70 hrs by WST-8 assay in presence of theophylline	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID770004	Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of theophylline-induced melanin production at 1 uM after 72 hrs by spectrophotometry relative to control	2013	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 23, Issue:18	Diarylheptanoids with inhibitory effects on melanogenesis from the rhizomes of Curcuma comosa in B16 melanoma cells.
AID1803387	In Vitro Pancreatic Lipase Assay from Article 10.3109/14756366.2012.742517: \\Phenolic compounds with pancreatic lipase inhibitory activity from Korean yam (Dioscorea opposita).\\	2014	Journal of enzyme inhibition and medicinal chemistry, Feb, Volume: 29, Issue:1	Phenolic compounds with pancreatic lipase inhibitory activity from Korean yam (Dioscorea opposita).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (33.33)	29.6817
2010's	4 (66.67)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
4-hydroxybenzaldehyde [no description available]	2	1	hydroxybenzaldehyde	EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor; mouse metabolite; plant metabolite
phloroglucinol Phloroglucinol: A trinitrobenzene derivative with antispasmodic properties that is used primarily as a laboratory reagent.. phloroglucinol : A benzenetriol with hydroxy groups at position 1, 3 and 5.	2	1	benzenetriol; phenolic donor	algal metabolite
catechin [no description available]	2.05	1	hydroxyflavan
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	2	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
indomethacin Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.	2.46	2	aromatic ether; indole-3-acetic acids; monochlorobenzenes; N-acylindole	analgesic; drug metabolite; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; gout suppressant; non-steroidal anti-inflammatory drug; xenobiotic metabolite; xenobiotic
diethylhexyl phthalate Diethylhexyl Phthalate: An ester of phthalic acid. It appears as a light-colored, odorless liquid and is used as a plasticizer for many resins and elastomers.. bis(2-ethylhexyl) phthalate : A phthalate ester that is the bis(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.	2.15	1	diester; phthalate ester	androstane receptor agonist; apoptosis inhibitor; plasticiser
diosgenin [no description available]	2.15	1	3beta-sterol; hexacyclic triterpenoid; sapogenin; spiroketal	antineoplastic agent; antiviral agent; apoptosis inducer; metabolite
dioscin [no description available]	2.15	1	hexacyclic triterpenoid; spiroketal; spirostanyl glycoside; trisaccharide derivative	anti-inflammatory agent; antifungal agent; antineoplastic agent; antiviral agent; apoptosis inducer; EC 1.14.18.1 (tyrosinase) inhibitor; hepatoprotective agent; metabolite
deltonin [no description available]	2.15	1	triterpenoid
lusianthridin lusianthridin: from rhizome of Arundina graminifolia	2.47	2	dihydrophenanthrene
Hircinol [no description available]	2.47	2	phenanthrenes
hydroxyphenethylferulate hydroxyphenethylferulate: from the roots of Atropa acuminata (Solanaceae); structure in first source	2.1	1	hydroxycinnamic acid
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	2	1	4-coumaric acid	food component; mouse metabolite; plant metabolite
4-hydroxycinnamoylmethane 4-hydroxycinnamoylmethane: RN given refers to cpd without isomeric designation. p-hydroxyphenylbut-3-ene-2-one : An enone in which a 4-hydroxyphenyl group is attached to the beta-carbon atom of but-3-en-2-one.	2	1
orlistat Orlistat: A lactone derivative of LEUCINE that acts as a pancreatic lipase inhibitor to limit the absorption of dietary fat; it is used in the management of obesity.. orlistat : A carboxylic ester resulting from the formal condensation of the carboxy group of N-formyl-L-leucine with the hydroxy group of (3S,4S)-3-hexyl-4-[(2S)-2-hydroxytridecyl]oxetan-2-one. A pancreatic lipase inhibitor, it is used as an anti-obesity drug.	2.1	1	beta-lactone; carboxylic ester; formamides; L-leucine derivative	anti-obesity agent; bacterial metabolite; EC 2.3.1.85 (fatty acid synthase) inhibitor; EC 3.1.1.3 (triacylglycerol lipase) inhibitor
5,6-dehydrokawain 5,6-dehydrokawain: from Alpinia speciosa rhizoma; RN given for cpd without isomeric designation; structure given in first source	2	1	2-pyranones; aromatic ether
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	2.05	1	trihydroxyflavone	antineoplastic agent; metabolite
methyl-p-coumarate methyl-p-coumarate: structure in first source. 4-coumaric acid methyl ester : A cinnamate ester that is the methyl ester of 4-coumaric acid.	2	1	4-coumaric acid methyl ester
4,4'-dihydroxychalcone 4,4'-dihydroxychalcone: structure	2	1
lyoniside daucosterol : A steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa.	2.45	2	beta-D-glucoside; monosaccharide derivative; steroid saponin	plant metabolite
helichrysetin helichrysetin: isolated from Helichrysum odoratissimum; RN from CA Index Guide 1986; RN given refers to (E)-isomer; RN for cpd without isomeric designation not avail. 10/89	2	1	chalcones
1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one: a macrophage TNF-alpha antagonist; structure in first source	2.47	2	diarylheptanoid; enone; phenols	plant metabolite
batatasin-iii [no description available]	2.47	2	stilbenoid
prosapogenin a [no description available]	2.15	1	steroid saponin
1-(4-hydroxyphenyl)-7-phenyl-(6E)-hept-6-en-3-one 1-(4-hydroxyphenyl)-7-phenyl-(6E)-hept-6-en-3-one : A diarylheptanoid that is hept-6-en-3-one substituted by a 4-hydroxyphenyl group at position 1 and a phenyl group at position 7 respectively. It has been isolated from the rhizomes of Curcuma kwangsiensis.	2.05	1	diarylheptanoid; ketone; phenols	plant metabolite
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.	2.05	1	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent

Condition	Relationship Strength	Studies
B16 Melanoma [description not available]	2.08	1
Cancer of Lung [description not available]	2.15	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.15	1

1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-one

Description

Cross-References

Synonyms (18)

Roles (1)

Drug Classes (3)

Protein Targets (1)

Inhibition Measurements

Bioassays (19)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.56

Study Types

1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-one

Description

Cross-References

Synonyms (18)

Roles (1)

Drug Classes (3)

Protein Targets (1)

Inhibition Measurements

Bioassays (19)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.56

Study Types

Related Drugs (26)

Related Conditions (3)