(Q3459689)

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Sakuranetin.svg
620 × 325; 16 KB

0 references

mass

286.084 dalton

1 reference

Sakuranetin (English)

4',5-Dihydroxy-7-methoxyflavanone

19 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₆H₁₄O₅

1 reference

Sakuranetin (English)

19 October 2016

canonical SMILES

COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O

1 reference

Sakuranetin (English)

19 October 2016

isomeric SMILES

COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC=C(C=C3)O)O

1 reference

Sakuranetin (English)

Heliotropium chenopodiaceum

19 October 2016

found in taxon

2 references

Comparative flavonoid composition of the resinous exudates from Heliotropium chenopodiaceum var. chenopodiaceum and H. chenopodiaceum var. ericoideum

Flavonoids in the resinous exudate of Chilean Heliotropium species from Cochranea section

Baccharis pteronioides

1 reference

Flavonoids and Terpenoids from the Exudates of Some Baccharis Species

Boesenbergia rotunda

1 reference

Anti-inflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata

Microtropis japonica

1 reference

Dihydroagarofuranoid sesquiterpenes, a lignan derivative, a benzenoid, and antitubercular constituents from the stem of Microtropis japonica

Mimosa tenuiflora

1 reference

Two diterpene rhamnosides, mimosasides B and C, from Mimosa hostilis

Piper lhotzkyanum

1 reference

A C-glucosylflavone from leaves of Piper lhotzkyanum

Smallanthus fruticosus

2 references

Inhaltsstoffe der gattung Polymnia

Centaureidin, a cytotoxic flavone from Polymnia fruticosa, inhibits tubulin polymerization

Prunus cerasus

1 reference

Antioxidant polyphenols from tart cherries (Prunus cerasus).

Xanthorrhoea resinosa

2 references

Allergy-preventive flavonoids from Xanthorrhoea hastilis

Some Constituents of the Resins of Xanthorrhoea preissii, australis and hastile

Searsia retinorrhoea

1 reference

A weakly antimalarial biflavanone from Rhus retinorrhoea

Actinobole uliginosum

1 reference

Sesquiterpene lactones and other constituents from Cassinia, actinobole and an axeton species

Ageratina tristis

2 references

Sesquiterpene lactones, geranylnerol and tremetone derivatives from Ageratina species

Chromenes from ageratina riparia

Artemisia campestris

4 references

A cadinane derivative from Artemisia crithmifolia

Phenolic derivatives from Artemisia campestris subsp. Glutinosa

Chromones and flavanones from artemisia campestris subsp. maritima

Flavonoids from Artemisia campestris ssp. glutinosa

Artemisia monosperma

1 reference

p-Coumaric acid derivatives from Artemisia monosperma

Artemisia xanthochloa

1 reference

Prenylated coumarates from Artemisia xanthochroa

Baccharis confertifolia

1 reference

Diterpenoids from chilean Baccharis species

Baccharis paniculata

1 reference

Diterpenoids from chilean Baccharis species

Baccharis scandens

1 reference

An unusual dimeric sesquiterpene and other constituents from Chilean Baccharis species

Baccharis thesioides

1 reference

Sesqui- and diterpenes from Baccharis species

Baccharis tricuneata

1 reference

Ent-Labdanes from Baccharis Sternbergiana

Betula pubescens

1 reference

Terpenoids and flavonoids from the leaves of Siberian species of the genus Betula

Bonnetia paniculata

1 reference

Xanthones from Bonnetia dinizii☆

Brickellia vernicosa

1 reference

Flavonoids of Brickellia vernicosa

Calceolaria hypericina

1 reference

Diterpenoids from Calceolaria hypericina

Chromolaena connivens

1 reference

Ent-Clerodane derivatives from Chromolaena connivens

Bitter bush

2 references

Exudate flavonoids in a tropical weed, Chromolaena odorata (L.) R. M. King et H. Robinson

Flavonoids from Eupatorium odoratum with Death Receptor 5 Promoter Enhancing Activity

Chromolaena subscandens

1 reference

Flavonoids from the Leaves of Chromolaena subscandens

Chromolaena tyleri

1 reference

4-Hydroxyfla Vanones FromChromolena Tyleri.Evidence of A Characteristic Ei-Ms

Cistus laurifolius

1 reference

UV Radiation Dependent Flavonoid Accumulation of Cistus laurifolius L

Dodonaea viscosa

3 references

Chemical Studies on Mexican Plants Used in Traditional Medicine, XVIII. New Secondary Metabolites from Dodonaea viscosa

Smooth muscle relaxing compounds from Dodonaea viscosa

Isoprenylated flavonoid and adipogenesis-promoting constituents of Dodonaea viscosa

Dubautia arborea

1 reference

Major exudate flavonoids of Dubautia arborea (Asteraceae)

Encelia canescens

1 reference

Epicuticular flavonoids from Encelia

Encelia laciniata

1 reference

Epicuticular flavonoids from Encelia

Encelia ventorum

1 reference

Epicuticular flavonoids from Encelia

Dittrichia graveolens

1 reference

A eudesmanolide and other constituents fromInula graveolens

Eriodictyon angustifolium

1 reference

Potential Antiinfective Agents from Eriodictyon angustifolium and Salvia apiana

Eriodictyon californicum

1 reference

Isolation of potential cancer chemopreventive agents from Eriodictyon californicum

Gochnatia glutinosa

1 reference

Two homofarnesane derivatives and other constituents from Gochnatia glutinosa

Gochnatia vernonioides

1 reference

Germacranolides from Gochnatia vernonioides

Veronica cupressoides

1 reference

Antiviral and antifungal flavonoids, plus a triterpene, from Hebe cupressoides.

Baccharis aliena

1 reference

Peroxides and other constituents from Heterothalamus alienus

Hieracium amplexicaule

1 reference

Exudate Flavonoids in Several Asteroideae and Cichorioideae (Asteraceae)

Isocoma coronopifolia

1 reference

A nor-diterpene and other constituents from Isocoma coronopifolia

Isodon oresbius

1 reference

Flavonoids from Isodon oresbius

Olearia brachyphylla

1 reference

Diterpenes from Olearia Species

Ophryosporus floribundus

1 reference

Seco-labdanes and other constituents fromOphryosporus floribundus

Oryza sativa

2 references

Sakuranetin, a flavanone phytoalexin from ultraviolet-irradiated rice leaves

Oryzalexin S, a Novel Stemarane-type Diterpene Rice Phytoalexin

Pityrogramma tartarea

1 reference

Flavonoids in frond exudates of Pityrogramma tartarea

Plazia daphnoides

1 reference

Diterpenes and 5-methyl coumarin derivatives from Gypothamnium pinifolium and Plazia daphnoides

Populus cathayana

1 reference

Analysis of Phenolics of Bud Exudates of Populus cathayana and Populus szechuanica by GC-MS

Populus grandidentata

2 references

Chemotaxonomy of section Leuce poplars by GC-MS of bud exudate

Bud exudate composition of Populus tremuloides

Populus koreana

1 reference

Analysis of Phenolics of Bud Exudates of Populus koreana, Populus maximowiczii and Populus suaveolens by GC-MS

Populus suaveolens

1 reference

Analysis of Phenolics of Bud Exudates of Populus koreana, Populus maximowiczii and Populus suaveolens by GC-MS

Populus maximowiczii

1 reference

Analysis of Phenolics of Bud Exudates of Populus koreana, Populus maximowiczii and Populus suaveolens by GC-MS

Populus szechuanica

1 reference

Analysis of Phenolics of Bud Exudates of Populus cathayana and Populus szechuanica by GC-MS

Populus tomentosa

1 reference

Chemotaxonomy of section Leuce poplars by GC-MS of bud exudate

Populus tremuloides

4 references

Chemotaxonomy of section Leuce poplars by GC-MS of bud exudate

Bud exudate composition of Populus tremuloides

Compositions of Bud and Leaf Exudates of Some Populus Species Compared

Cytotoxic phenolic compounds in leaf buds of Populus tremuloides

Populus tristis

1 reference

Analysis of Phenolics of Bud Exudate of Populus tristis by GC/MS

Porophyllum scoparium

1 reference

A Further Dithienyl Derivative from Porophyllum scoparia

Proustia cuneifolia

1 reference

Coumarins and guaianolides from further chilean representatives of the subtribe nassauviinae

Prunus avium

1 reference

Isolation of flavonoids from the heartwood and resin of Prunus avium and some preliminary biological investigations

Scarlet firethorn

1 reference

Flavonoids from Pyracantha coccinea roots

Smallanthus glabratus

1 reference

Homogeranyl nerol derivatives and a melampolide from Smallanthus glabratus

Tessaria dodoneifolia

1 reference

Sesquiterpenes and flavonoids from Tessaria species

Teucrium stocksianum

1 reference

Methylated Flavones ofTeucrium stocksianum

Trixis vauthieri

1 reference

Trypanocidal Flavonoids fromTrixis vauthieri

Bahiopsis laciniata

1 reference

External flavonoid aglycones of Viguiera series Viguiera (asteraceae: heliantheae)

Xanthorrhoea glauca

1 reference

Chemotaxonomy of the genus Xanthorrhoea

Neolitsea daibuensis

1 reference

Secondary metabolites from the roots of Neolitsea daibuensis and their anti-inflammatory activity

Streptomyces avermitilis

1 reference

High-yield production of multiple O-methylated phenylpropanoids by the engineered Escherichia coli-Streptomyces cocultivation system

Baccharis intermixta

1 reference

Five diterpenes and other constituents from nine Baccharis species

Baccharis leptocephala

1 reference

Diterpenes from Baccharis species

Blumea glomerata

1 reference

Isolation of austroinulin possessing cell cycle inhibition activity from Blumea glomerata and revision of its absolute configuration

Cryptocarya obovata

1 reference

7',8'-Dihydroobolactone, a typanocidal alpha-pyrone from the rainforest tree Cryptocarya obovata.

Corymbia maculata

1 reference

Phenolic compounds from Eucalyptus maculata.

Heliotropium glutinosum

1 reference

Antioxidant Activity of a New Aromatic Geranyl Derivative of the Resinous Exudates from Heliotropium glutinosum Phil

Larrea tridentata

1 reference

Cytotoxic lignans from Larrea tridentata

Lippia dulcis

1 reference

Bisabolane-type sesquiterpenes from the aerial parts of Lippia dulcis

Phyla dulcis

1 reference

Bisabolane-type sesquiterpenes from the aerial parts of Lippia dulcis

Mikania purpurascens

1 reference

An epoxygermacranolide and further constituents from Mikania species

Ophryosporus macrodon

1 reference

Diprenylated derivatives of p-hydroxyacetophenone from Ophryosporus macrodon

Oxytropis falcata

1 reference

Flavonoids in the Poisonous Plant Oxytropis falcata

Piper marginatum

1 reference

Chemical constituents from Piper marginatum Jacq. (Piperaceae)—antifungal activities and kinetic resolution of (RS)-marginatumol by Candida antarctica lipase (Novozym 435)

Piper permucronatum

1 reference

Chemometric analysis of ESIMS and NMR data from Piper species

Poecilanthe parviflora

1 reference

Flavonoids from Poecilanthe parviflora

Prunus maximowiczii

1 reference

Flavonoids of Various Prunus Species. V. The Flavonoids in the Wood of Prunus verecunda

Prunus nipponica

1 reference

Flavonoids of Various Prunus Species. V. The Flavonoids in the Wood of Prunus verecunda

Baccharis phylicoides

1 reference

Clerodane and labdane diterpenoids from Baccharis species

Oedera squarrosa

1 reference

Diterpenes and other constituents fromRelhania species

Lippia graveolens

1 reference

Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis

Lippia origanoides

1 reference

Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis

Blumea fistulosa

1 reference

Isolation of austroinulin possessing cell cycle inhibition activity from Blumea glomerata and revision of its absolute configuration

Ageratina altissima

1 reference

Flavonoids from Eupatorium odoratum with Death Receptor 5 Promoter Enhancing Activity

Piper

1 reference

Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum

Piper crassinervium

2 references

Antifungal flavanones and prenylated hydroquinones from Piper crassinervium Kunth.

Antifungal Flavanones and Prenylated Hydroquinones from Piper crassinervium Kunth.

Arabidopsis thaliana

1 reference

Antioxidant, gene expression and metabolomics fingerprint analysis of Arabidopsis thaliana treated by foliar spraying of ZnSe quantum dots and their growth inhibition of Agrobacterium tumefaciens

Dalbergia odorifera

1 reference

Screening and determination for potential α-glucosidase inhibitory constituents from Dalbergia odorifera T. Chen using ultrafiltration-LC/ESI-MS(n).

Ginkgo biloba

1 reference

Quality control evaluation of nutraceutical products from Ginkgo biloba using liquid chromatography coupled to high resolution mass spectrometry

Capsicum annuum

1 reference

Integrative analysis of metabolome and transcriptome reveals the mechanism of color formation in pepper fruit (Capsicum annuum L.).

Pityrogramma ebenea

1 reference

Flavonoids in frond exudates of Pityrogramma tartarea

Xerochrysum bracteatum

1 reference

Exudate Flavonoids in Several Asteroideae and Cichorioideae (Asteraceae)

Baccharis salicifolia

2 references

Diterpene glycosides and other constituents from argentinian baccharis species

Flavonoids and Terpenoids from the Exudates of Some Baccharis Species

Populus trichocarpa

1 reference

Analysis of Phenolics of Bud Exudate of Populus tristis by GC/MS

Xanthorrhoea preissii

1 reference

Some Constituents of the Resins of Xanthorrhoea preissii, australis and hastile

Xanthorrhoea australis

1 reference

Some Constituents of the Resins of Xanthorrhoea preissii, australis and hastile

physically interacts with

Adenosine A2a receptor

subject has role

antagonist

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

17 August 2016

Adenosine A3 receptor

subject has role

antagonist

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1

17 August 2016

1 reference

Identifiers

InChI

1 reference

Sakuranetin (English)

19 October 2016

2 references

Sakuranetin (English)

19 October 2016

ChEBI release 2020-09-01

CAS Registry Number

2957-21-3

2 references

Global Substance Registration System

UNII

3O38P61299

sakuranetin (English)

19 October 2016

https://commonchemistry.cas.org/detail?cas_rn=2957-21-3

10 April 2021

1 reference

(-)-(S)-Sakuranetin (English)

19 October 2016

2 references

Sakuranetin (English)

19 October 2016

Reaxys registry number

92466

1 reference

sakuranetin (English)

19 October 2016

ChEBI ID

28927

mapping relation type

2 references

sakuranetin (English)

19 October 2016

International Chemical Identifier

InChI

InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1

1 reference

SAKURANETIN (English)

19 October 2016

2 references

inferred from InChIKey

MSBNK-Osaka_Univ-OUF00449

1 reference

MassBank accession ID

0 references

MSBNK-Osaka_Univ-OUF00450

0 references

MSBNK-RIKEN-PR020021

0 references

MSBNK-Univ_Toyama-TY000141

0 references

MSBNK-Univ_Toyama-TY000142

0 references

SPLASH

splash10-056r-2951400000-d20272b440111f7a94e8

0 references

splash10-000i-0090002000-78b44922250aaa0aff60

0 references

splash10-000i-0090000000-e9f27af35dfe96f8bcd7

0 references

splash10-000i-0090000000-2193a577d301158fdee9

0 references

splash10-000i-0090000000-952b7ae7751cb5bdba9f

0 references

splash10-000i-0190000000-5cac4365ad5c0380023c

0 references

splash10-014s-0930000000-a9505d841858e50a91ea

0 references

splash10-014i-0900000000-314cd3ec2dedbf0b3d5e

0 references

splash10-014i-2900000000-37d010a7d1d97809bdb3

0 references

DSSTox substance ID

DTXSID10874774

0 references

DSSTOX compound identifier

0 references

0 references

220-980-5

1 reference

Global Substance Registration System

UNII

3O38P61299

sakuranetin (English)

ECHA Substance Infocard ID

19 October 2016

100.019.073

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.019.073

27 December 2018

4',5-dihydroxy-7-methoxyflavone (English)

quotation

CAS no.: 2957-21-3 (English)

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

sakuranetin (English)

19 October 2016

DrugBank ID

DB08517

1 reference

Human Metabolome Database ID

HMDB0030090

2 references

based on heuristic

inferred from InChIKey

reason for deprecated rank

KNApSAcK ID

C00000999

cannot be confirmed by other sources

1 reference

Global Substance Registration System

sakuranetin (English)

19 October 2016

2 references

UNII

3O38P61299

sakuranetin (English)

19 October 2016

0 references

0 references

0 references

0 references

1 reference

28 October 2013

Microsoft Academic ID

0 references

1 reference

3D04 (English)