Quercetagitrin

Details

• Internal ID: 09a5e7d5-7cb9-49c5-a1e2-64d0bc14b33f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C21H20O13/c22-5-11-14(26)17(29)19(31)21(34-11)33-10-4-9-12(15(27)13(10)25)16(28)18(30)20(32-9)6-1-2-7(23)8(24)3-6/h1-4,11,14,17,19,21-27,29-31H,5H2/t11-,14-,17+,19-,21-/m1/s1
• InChI Key: IDTDRZPBDLMCLB-HSOQPIRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₃
• Molecular Weight: 480.40 g/mol
• Exact Mass: 480.09039069 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

• Quercetagetin-7-O-glucoside
• 548-75-4
• UNII-4DX1W79Z8Y
• 4DX1W79Z8Y
• 2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• Quercetagetin 7-O-glucoside
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(.beta.-D-glucopyranosyloxy)-3,5,6-trihydroxy-
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,5,6-trihydroxy-
• Quercetagetin 7-glucoside
• QUECCETAGITRIN
• Quercetagetin-7-O glucoside
• CHEMBL496680
• SCHEMBL3266733
• DTXSID30970146
• CHEBI:191744
• IDTDRZPBDLMCLB-HSOQPIRZSA-N
• QUERCETAGETIN 7-D-GLUCOSIDE
• HY-N4150
• AKOS040759357
• QUERCETAGETIN 7-GLUCOSIDE [MI]
• AC-34307
• MS-28929
• CS-0032240
• QUERCETAGETIN 7-O-.BETA.-D-GLUCOSIDE
• F21515
• Q27259463
• 2-(3,4-Dihydroxyphenyl)-3,5,6-trihydroxy-4-oxo-4H-1-benzopyran-7-yl hexopyranoside
• 2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9425	94.25%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.5983	59.83%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7242	72.42%
P-glycoprotein substrate	-	0.7489	74.89%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.8520	85.20%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8422	84.22%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4476	44.76%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9258	92.58%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.6752	67.52%
Thyroid receptor binding	+	0.6072	60.72%
Glucocorticoid receptor binding	+	0.6295	62.95%
Aromatase binding	+	0.5376	53.76%
PPAR gamma	+	0.7714	77.14%
Honey bee toxicity	-	0.6622	66.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8218	82.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.48%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.33%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.25%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.58%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.23%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.16%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.28%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.07%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL3194	P02766	Transthyretin	86.02%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.98%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.63%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.53%	96.21%

Plants that contains it

• Achillea arabica
• Achillea micrantha
• Clibadium surinamense
• Coleostephus myconis subsp. myconis
• Goniophlebium formosanum
• Helichrysum stoechas
• Neurolaena lobata
• Neurolaena oaxacana
• Pentanema britannicum
• Tagetes erecta
• Tagetes lucida

Cross-Links

• PubChem: 5320826
• NPASS: NPC245014
• LOTUS: LTS0204633
• wikiData: Q27259463