(+/-)-Taxifolin

Details

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Internal ID 8fc79b4a-7f59-4416-ba89-9a64fbbadbdf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
IUPAC Name 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
InChI InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H
InChI Key CXQWRCVTCMQVQX-UHFFFAOYSA-N
Popularity 1,214 references in papers

Physical and Chemical Properties

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Molecular Formula C15H12O7
Molecular Weight 304.25 g/mol
Exact Mass 304.05830272 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 1.50

Synonyms

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215257-15-1
98006-93-0
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one
NSC2801
(-)-Dihydroquercetin
CHEBI:38747
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
NSC-2801
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
(?)-Taxifolin
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (+/-)-Taxifolin

3D Structure

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ADMET Properties (via admetSAR 2)

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

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 3548.1 nM
Potency
via CMAUP
CHEMBL256 P0DMS8 Adenosine A3 receptor 34100 nM
Ki
PMID: 8576921
CHEMBL1293236 P46063 ATP-dependent DNA helicase Q1 35481.3 nM
Potency
via CMAUP
CHEMBL1293237 P54132 Bloom syndrome protein 4466.8 nM
4466.8 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL3729 P22748 Carbonic anhydrase IV 9098.2 nM
Ki
PMID: 26498393
CHEMBL2326 P43166 Carbonic anhydrase VII 493.1 nM
493.1 nM
Ki
Ki
PMID: 26498393
via Super-PRED
CHEMBL3242 O43570 Carbonic anhydrase XII 32.5 nM
32.5 nM
Ki
Ki
PMID: 26498393
via Super-PRED
CHEMBL340 P08684 Cytochrome P450 3A4 25118.9 nM
25118.9 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL2392 P06746 DNA polymerase beta 1888.8 nM
Potency
via CMAUP
CHEMBL1293278 O75496 Geminin 31622.8 nM
Potency
via CMAUP
CHEMBL1293226 B2RXH2 Lysine-specific demethylase 4D-like 10000 nM
8912.5 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL4040 P28482 MAP kinase ERK2 31.6 nM
Potency
via Super-PRED
CHEMBL4393 P39900 Matrix metalloproteinase 12 5750 nM
IC50
PMID: 22658537
CHEMBL280 P45452 Matrix metalloproteinase 13 34600 nM
IC50
PMID: 22658537
CHEMBL283 P08254 Matrix metalloproteinase 3 33910 nM
IC50
PMID: 22658537
CHEMBL321 P14780 Matrix metalloproteinase 9 32020 nM
IC50
PMID: 22658537
CHEMBL333 P08253 Matrix metalloproteinase-2 22620 nM
IC50
PMID: 22658537
CHEMBL1293224 P10636 Microtubule-associated protein tau 15848.9 nM
Potency
via CMAUP
CHEMBL1293232 Q16637 Survival motor neuron protein 35481.3 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.51% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.02% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.37% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.82% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.14% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.12% 99.15%
CHEMBL1929 P47989 Xanthine dehydrogenase 88.44% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 86.15% 94.73%
CHEMBL3194 P02766 Transthyretin 86.06% 90.71%
CHEMBL2581 P07339 Cathepsin D 83.85% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.64% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.26% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.91% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.86% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.72% 93.40%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Abies nephrolepis
Acacia mearnsii
Acer mandshuricum
Agrimonia pilosa
Albizia julibrissin
Allium cepa
Anastatica hierochuntica
Anaxagorea luzonensis
Annona ambotay
Artabotrys hexapetalus
Austrocedrus chilensis
Bauhinia purpurea
Berchemia formosana
Brucea javanica
Camellia reticulata
Cedrus deodara
Cercidiphyllum japonicum
Chrysophyllum africanum
Cota altissima
Crataegus flava
Crotalaria pallida
Cryptocarya chinensis
Cryptomeria japonica
Entada phaseoloides
Ficus cordata
Garcinia gardneriana
Humulus lupulus
Hypericum japonicum
Ichthyothere terminalis
Inula japonica
Juglans mandshurica
Kadsura heteroclita
Larix decidua
Larix gmelinii var. gmelinii
Larix laricina
Larix sibirica
Lippia origanoides
Maclura cochinchinensis
Maclura pomifera
Mangifera indica
Morus alba
Nelumbo nucifera
Opuntia ficus-indica
Origanum dictamnus
Pelargonium reniforme
Pentanema britannicum
Persicaria bistorta
Persicaria hydropiper
Persicaria orientalis
Phoebe formosana
Picea jezoensis subsp. jezoensis
Pinus massoniana
Pinus sylvestris
Pistacia chinensis
Pittocaulon praecox
Pittocaulon velatum
Platycodon grandiflorus
Polygala caudata
Polygonum aviculare
Polygonum perfoliatum
Prunus cerasoides
Prunus grayana
Pyracantha coccinea
Rhamnus disperma
Rhamnus pallasii
Rhododendron dauricum
Rhododendron decorum
Rhododendron mucronatum
Rhododendron mucronulatum
Rhododendron spinuliferum
Rosa canina
Selenicereus undatus
Silybum marianum
Smilax china
Smilax corbularia
Smilax glabra
Spatholobus suberectus
Thymus quinquecostatus
Thymus vulgaris
Trachelospermum asiaticum
Trachelospermum jasminoides

Cross-Links

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PubChem 471
NPASS NPC36835
ChEMBL CHEMBL337309
LOTUS LTS0040950
wikiData Q104972046