2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one hydrate (1:?)

Details

• Internal ID: af76b8e9-92bd-4054-bdff-079aa0863cf5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one;hydrate
• InChI: InChI=1S/C15H10O7.H2O/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;/h1-5,16-19,21H;1H2
• InChI Key: OKXFBEYCJRMINR-UHFFFAOYSA-N
• Popularity: 82 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₈
• Molecular Weight: 320.25 g/mol
• Exact Mass: 320.05321734 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• RefChem:454627
• DTXSID101090904
• 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one hydrate (1:?)
• Quercetin hydrate
• 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one hydrate
• 1001001-36-0
• Quercetin hydrate
• MFCD03847906
• Quercetin (hydrate)
• Quercetin monohydrate
• 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one xhydrate
• SMR000674606
• 2(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one monohydrate
• Quercetin hydrate, >=95%
• MLS001074343
• MLS002153851
• SCHEMBL1658852
• CHEMBL1173475
• REGID_for_CID_747934
• SCHEMBL29695492
• SCHEMBL29738299
• OKXFBEYCJRMINR-UHFFFAOYSA-N
• HMS2234O11
• HMS3370H12
• REGID_for_CID_16212154
• AKOS002318957
• FQ03590
• BS-23834
• ST056284
• DB-221805
• ST50326229
• D95379
• 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromen-4-one;hydrate
• 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one, hydrate
• 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one, oxamethane
• Quercetin, Pharmaceutical Secondary Standard; Certified Reference Material
• 3,3',4',5,7-Pentahydroxyflavone hydrate;Quercetin dihydrate;3,5,7,3',4'-Pentahydroxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9057	90.57%
Caco-2	-	0.6417	64.17%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	+	1.0000	100.00%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7052	70.52%
P-glycoprotein inhibitior	-	0.9191	91.91%
P-glycoprotein substrate	-	0.8357	83.57%
CYP3A4 substrate	+	0.5681	56.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.6951	69.51%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.9796	97.96%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.9505	95.05%
Skin irritation	+	0.5418	54.18%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8410	84.10%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7532	75.32%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8035	80.35%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.8785	87.85%
Thyroid receptor binding	+	0.5543	55.43%
Glucocorticoid receptor binding	+	0.8851	88.51%
Aromatase binding	+	0.8070	80.70%
PPAR gamma	+	0.9001	90.01%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9133	91.33%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	501.2 nM	Potency	via Super-PRED
CHEMBL2392	P06746	DNA polymerase beta	562.3 nM; 562.3 nM	Potency; Potency	via CMAUP; via Super-PRED
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	501.2 nM	Potency	via Super-PRED
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	7943.3 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	99.15%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	97.76%	96.12%
CHEMBL1951	P21397	Monoamine oxidase A	97.01%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.95%	89.00%
CHEMBL3194	P02766	Transthyretin	93.11%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.02%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.63%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.92%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.83%	98.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.73%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	84.48%	90.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.14%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.42%	93.65%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	83.31%	83.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL2424	Q04760	Glyoxalase I	82.15%	91.67%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.73%	83.10%
CHEMBL1900	P15121	Aldose reductase	80.00%	92.38%

Plants that contains it

• Morus alba
• Morus indica

Cross-Links

• PubChem: 16212154
• NPASS: NPC179271
• ChEMBL: CHEMBL1173475