2-(2,5-Dihydroxy-3,4-dimethoxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one

Details

• Internal ID: fc7fd5e4-1f38-4300-9a63-34c959d838da
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(2,5-dihydroxy-3,4-dimethoxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C(=C3O)OC)OC)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C(=C3O)OC)OC)O)O)OC
• InChI: InChI=1S/C19H18O9/c1-24-13-7-12-14(16(23)18(13)26-3)9(20)6-11(28-12)8-5-10(21)17(25-2)19(27-4)15(8)22/h5-7,21-23H,1-4H3
• InChI Key: BOUHNZOOEAPJQG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₉
• Molecular Weight: 390.30 g/mol
• Exact Mass: 390.09508215 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.7606	76.06%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7360	73.60%
P-glycoprotein inhibitior	+	0.6328	63.28%
P-glycoprotein substrate	-	0.7218	72.18%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.5581	55.81%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.5556	55.56%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.6664	66.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6224	62.24%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8280	82.80%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8815	88.15%
Androgen receptor binding	+	0.6445	64.45%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.7904	79.04%
Aromatase binding	+	0.7251	72.51%
PPAR gamma	+	0.7290	72.90%
Honey bee toxicity	-	0.7075	70.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8969	89.69%

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	98.57%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.28%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL3194	P02766	Transthyretin	91.22%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.32%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.93%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.58%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.05%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%

Plants that contains it

• Gardenia carinata

Cross-Links

• PubChem: 123958045
• LOTUS: LTS0006330
• wikiData: Q104940689