2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-8-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 40c7809d-667b-43bd-846c-7b9ea11455c1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-8-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O7/c1-22-16-10(18)5-3-8-12(20)13(21)14(23-15(8)16)7-2-4-9(17)11(19)6-7/h2-6,13-14,17-19,21H,1H3
• InChI Key: NLYUYJIQHFEWJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.7285	72.85%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7465	74.65%
P-glycoprotein inhibitior	-	0.8441	84.41%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	+	0.5437	54.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7351	73.51%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	-	0.6910	69.10%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.6610	66.10%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6652	66.52%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5744	57.44%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.6937	69.37%
Androgen receptor binding	+	0.5981	59.81%
Thyroid receptor binding	+	0.6308	63.08%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5864	58.64%
Honey bee toxicity	-	0.8374	83.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8838	88.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.11%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.06%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.49%	99.15%
CHEMBL2535	P11166	Glucose transporter	85.47%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.41%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.56%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.84%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.33%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.12%	97.09%

Plants that contains it

• Vachellia karroo

Cross-Links

• PubChem: 163009576
• LOTUS: LTS0035156
• wikiData: Q105181648