2-(3,4-Dihydroxyphenyl)-5,6-dihydroxy-8-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 7833a712-acce-44d1-ae11-7f2cab81ca3c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-8-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C2C(=C(C(=C1OC3C(C(C(C(O3)CO)O)O)O)O)O)C(=O)C=C(O2)C4=CC(=C(C=C4)O)O
• SMILES (Isomeric): COC1=C2C(=C(C(=C1OC3C(C(C(C(O3)CO)O)O)O)O)O)C(=O)C=C(O2)C4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C22H22O13/c1-32-21-19-13(10(26)5-11(33-19)7-2-3-8(24)9(25)4-7)15(28)17(30)20(21)35-22-18(31)16(29)14(27)12(6-23)34-22/h2-5,12,14,16,18,22-25,27-31H,6H2,1H3
• InChI Key: BXYRUPOLNKJLJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₃
• Molecular Weight: 494.40 g/mol
• Exact Mass: 494.10604075 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.8965	89.65%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.5428	54.28%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7948	79.48%
P-glycoprotein inhibitior	-	0.6413	64.13%
P-glycoprotein substrate	-	0.7309	73.09%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6567	65.67%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9079	90.79%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.7056	70.56%
Thyroid receptor binding	+	0.5544	55.44%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.5476	54.76%
PPAR gamma	+	0.7391	73.91%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.43%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.42%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.02%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.72%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.85%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.61%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.50%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.14%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.64%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.45%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.27%	83.57%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.45%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.73%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.68%	97.09%

Plants that contains it

• Vellozia nanuzae

Cross-Links

• PubChem: 74977949
• LOTUS: LTS0083939
• wikiData: Q104949015