3-Hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 39e96b08-ccca-4043-9064-f20bbaac4740
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 3-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=O)C(C(O2)C3=CC=C(C=C3)O)O)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=O)C(C(O2)C3=CC=C(C=C3)O)O)OC
• InChI: InChI=1S/C17H16O6/c1-21-13-7-11-12(8-14(13)22-2)23-17(16(20)15(11)19)9-3-5-10(18)6-4-9/h3-8,16-18,20H,1-2H3
• InChI Key: ALPUHUMCWYKATQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.6584	65.84%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.7853	78.53%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5875	58.75%
P-glycoprotein inhibitior	-	0.6159	61.59%
P-glycoprotein substrate	-	0.8840	88.40%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7112	71.12%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.6738	67.38%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7023	70.23%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5106	51.06%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7009	70.09%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	+	0.5465	54.65%
Thyroid receptor binding	+	0.6991	69.91%
Glucocorticoid receptor binding	+	0.6284	62.84%
Aromatase binding	-	0.6099	60.99%
PPAR gamma	+	0.6418	64.18%
Honey bee toxicity	-	0.8673	86.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8898	88.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.34%	91.11%
CHEMBL2535	P11166	Glucose transporter	90.66%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.14%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.81%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.70%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	80.49%	91.49%

Plants that contains it

• Millingtonia hortensis

Cross-Links

• PubChem: 162907668
• LOTUS: LTS0020257
• wikiData: Q104914281