(2S,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-5,6-dimethoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 85959ecb-47dd-4a59-b220-3d977d4eff86
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: (2S,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-5,6-dimethoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O7/c1-22-16-10(19)7-11-12(17(16)23-2)13(20)14(21)15(24-11)8-3-5-9(18)6-4-8/h3-7,14-15,18-19,21H,1-2H3/t14-,15-/m0/s1
• InChI Key: PKNANBLYJZQXLC-GJZGRUSLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• 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	-	0.6415	64.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7569	75.69%
P-glycoprotein inhibitior	-	0.6448	64.48%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	+	0.5538	55.38%
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	-	0.5888	58.88%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.6726	67.26%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6635	66.35%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5342	53.42%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.6847	68.47%
Androgen receptor binding	+	0.5572	55.72%
Thyroid receptor binding	+	0.7097	70.97%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	-	0.6667	66.67%
PPAR gamma	+	0.5731	57.31%
Honey bee toxicity	-	0.8557	85.57%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.07%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.45%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.88%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.99%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.15%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.91%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	80.36%	91.49%

Plants that contains it

• Adenostoma sparsifolium

Cross-Links

• PubChem: 163021770
• LOTUS: LTS0045779
• wikiData: Q105210501