3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one

Details

• Internal ID: ef81650c-5531-42f5-b59f-2e81190d77ee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC3C(C(CO3)(CO)O)O)C4=CC(=C(C=C4)O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC3C(C(CO3)(CO)O)O)C4=CC(=C(C=C4)O)O)O)OC
• InChI: InChI=1S/C22H22O12/c1-30-13-6-12-14(15(26)18(13)31-2)16(27)19(34-21-20(28)22(29,7-23)8-32-21)17(33-12)9-3-4-10(24)11(25)5-9/h3-6,20-21,23-26,28-29H,7-8H2,1-2H3
• InChI Key: OEAMGGHFQBSAKZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.11112613 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6634	66.34%
Caco-2	-	0.7500	75.00%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6223	62.23%
OATP2B1 inhibitior	-	0.5660	56.60%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6074	60.74%
P-glycoprotein inhibitior	+	0.5917	59.17%
P-glycoprotein substrate	+	0.5216	52.16%
CYP3A4 substrate	+	0.6722	67.22%
CYP2C9 substrate	-	0.8371	83.71%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	+	0.8480	84.80%
CYP inhibitory promiscuity	-	0.7651	76.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7960	79.60%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4839	48.39%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8795	87.95%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9063	90.63%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	+	0.8647	86.47%
Androgen receptor binding	+	0.7756	77.56%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	+	0.8058	80.58%
Aromatase binding	+	0.6969	69.69%
PPAR gamma	+	0.7400	74.00%
Honey bee toxicity	-	0.7589	75.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7109	71.09%

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	99.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.08%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.93%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.96%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.02%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.23%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.05%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.40%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.12%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.07%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.52%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.06%	97.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.01%	96.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.95%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.13%	93.99%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.11%	94.33%

Plants that contains it

• Ageratina calophylla

Cross-Links

• PubChem: 74978475
• LOTUS: LTS0206643
• wikiData: Q105190145