(+/-)-Eriodictyol

Details

• Internal ID: d979e477-ff18-4b6d-86c4-3f742eb212ed
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2
• InChI Key: SBHXYTNGIZCORC-UHFFFAOYSA-N
• Popularity: 45 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.00

Synonyms

• 4049-38-1
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-4-one
• Eriodictyol, (+/-)-
• ERIODYCTOL
• UNII-CQT975GLYF
• CQT975GLYF
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• Flavanone, 3',4',5,7-tetrahydroxy-
• MLS000877024
• (+/-)-3',4',5,7-Tetrahydroxyflavanone
• (+/-)-5,7,3',4'-Tetrahydroxyflavanone
• 3',4',5,7-Tetrahydroxyflavanone
• 5,7,3',4'-Tetrahydroxyflavanone
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-4-one
• SMR000440624
• Eriodicytol
• Oprea1_736075
• BSPBio_002438
• cid_11095
• SPECTRUM1505145
• CHEMBL307893
• MEGxp0_000569
• SCHEMBL2309591
• FEMA NO. 4715
• ACon1_000409
• BDBM69393
• CHEBI:91645
• GTPL12442
• DTXSID30862178
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-,Norhesperitin
• SBHXYTNGIZCORC-UHFFFAOYSA-N
• HMS2270F17
• AKOS024284394
• NCGC00096019-01
• NCGC00096019-02
• NCGC00096019-03
• (+/-)-Eriodictyol, >=95.0% (HPLC)
• FT-0686607
• B50DD53A-D1B0-4FB5-AC5F-C0F43001B7D8
• BRD-A35033682-001-01-0
• Q27163470
• 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-CHROMANON
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
• 2-[3,4-bis(oxidanyl)phenyl]-5,7-bis(oxidanyl)-2,3-dihydrochromen-4-one
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxy-phenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-
• 5-[4-Carboxy-2-[[1,3-dioxo-3-[4-[(1-oxooctadecyl)-amino]phenyl]propyl]amino]phenoxy]isophthalicacid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	12589.3 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	31622.8 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	10000 nM	Potency	via CMAUP
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	35481.3 nM	Potency	via CMAUP
CHEMBL3729	P22748	Carbonic anhydrase IV	72.8 nM	Ki	via Super-PRED
CHEMBL2326	P43166	Carbonic anhydrase VII	4.3 nM	Ki	via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	31.1 nM	Ki	via Super-PRED
CHEMBL4096	P04637	Cellular tumor antigen p53	31622.8 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	35481.3 nM	Potency	via CMAUP
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	15848.9 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	39810.7 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	25118.9 nM; 28183.8 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	12589.3 nM	Potency	via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	7.9 nM; 7.9 nM	Potency; Potency	via Super-PRED; via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	28183.8 nM	Potency	via CMAUP
CHEMBL1075189	P14618	Pyruvate kinase isozymes M1/M2	11220.2 nM; 11220.2 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.15%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.53%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.02%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.83%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.68%	93.40%
CHEMBL3194	P02766	Transthyretin	86.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.80%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.67%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.42%	91.49%

Plants that contains it

• Acer pictum subsp. mono
• Aglaia rubiginosa
• Agnorhiza invenusta
• Anastatica hierochuntica
• Annona ambotay
• Anthemis auriculata
• Argemone mexicana
• Artemisia vulgaris
• Artemisia xanthochroa
• Baccharis reticularia
• Baccharis sagittalis
• Balanophora harlandii
• Bauhinia purpurea
• Brickellia vernicosa
• Brucea javanica
• Buddleja parviflora
• Calicotome villosa
• Centaurea spruneri
• Chrysanthemum indicum
• Chrysanthemum morifolium
• Chrysanthemum naktongense
• Chrysothamnus viscidiflorus
• Cota altissima
• Cota palaestina
• Croton steenkampianus
• Cyclopia intermedia
• Cyperus pluribracteatus
• Dalbergia parviflora
• Dittrichia viscosa subsp. viscosa
• Dracocephalum tanguticum
• Eysenhardtia subcoriacea
• Flourensia campestris
• Genista corsica
• Genista pichisermolliana
• Haplopappus remyanus
• Larix gmelinii
• Lawsonia inermis
• Limonium aureum
• Limonium sinense
• Millettia duchesnei
• Onopordum acanthium
• Origanum dictamnus
• Origanum vulgare
• Patrinia rupestris
• Peucephyllum schottii
• Phlomis nissolii
• Phyllanthus emblica
• Pinus sibirica
• Pogostemon stellatus
• Populus tremula
• Prunus avium
• Prunus campanulata
• Psorothamnus polydenius
• Pulicaria gnaphalodes
• Rhamnus disperma
• Rhamnus pallasii
• Rhodiola rosea
• Sarcophyte sanguinea
• Scutellaria baicalensis
• Selaginella labordei
• Smilax corbularia
• Solanum hindsianum
• Spatholobus suberectus
• Thymus vulgaris
• Vachellia pennatula
• Vellozia glabra
• Vernonia syringifolia
• Viscum coloratum
• Wyethia angustifolia
• Wyethia glabra

Cross-Links

• PubChem: 11095
• NPASS: NPC321011
• ChEMBL: CHEMBL307893
• LOTUS: LTS0106920
• wikiData: Q27163470