3,5,7-Trihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: abd9cc60-cfea-4355-9fa4-60fe1cf06adc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,5,7-trihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-3-7(1-2-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2
• InChI Key: YLWQTYZKYGNKPI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₂
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.09547607 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• SCHEMBL3654294

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9392	93.92%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.5961	59.61%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4546	45.46%
P-glycoprotein inhibitior	-	0.6485	64.85%
P-glycoprotein substrate	-	0.7296	72.96%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
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	+	0.9042	90.42%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8257	82.57%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5772	57.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.5271	52.71%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8710	87.10%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.6411	64.11%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.5955	59.55%
PPAR gamma	+	0.7591	75.91%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5899	58.99%
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	99.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.82%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.86%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3194	P02766	Transthyretin	93.17%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	92.34%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.06%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.69%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.41%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.89%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.89%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.47%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL2424	Q04760	Glyoxalase I	84.27%	91.67%
CHEMBL220	P22303	Acetylcholinesterase	84.15%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.40%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.15%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.33%	95.89%

Plants that contains it

• Artemisia annua
• Caragana pygmaea
• Gossypium arboreum
• Gossypium hirsutum
• Pinus sylvestris

Cross-Links

• PubChem: 14889228
• LOTUS: LTS0105577
• wikiData: Q105350359