(2R,3R)-3,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 7b587f86-f002-44b8-a72f-41b91ebc3169
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: (2R,3R)-3,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)C(C(O2)C3=C(C=C(C=C3)O)OC)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)[C@@H]([C@H](O2)C3=C(C=C(C=C3)O)OC)O)O
• InChI: InChI=1S/C17H16O7/c1-22-11-5-8(18)3-4-10(11)17-16(21)15(20)14-12(23-2)6-9(19)7-13(14)24-17/h3-7,16-19,21H,1-2H3/t16-,17+/m0/s1
• InChI Key: RMRYFAKOWGKOQX-DLBZAZTESA-N
• Popularity: 0 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	-	0.5608	56.08%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.7097	70.97%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6347	63.47%
P-glycoprotein inhibitior	-	0.5202	52.02%
P-glycoprotein substrate	-	0.8597	85.97%
CYP3A4 substrate	+	0.5840	58.40%
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	+	0.5584	55.84%
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	+	0.6638	66.38%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7296	72.96%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5666	56.66%
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	+	0.6643	66.43%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.6918	69.18%
Androgen receptor binding	+	0.5263	52.63%
Thyroid receptor binding	+	0.6715	67.15%
Glucocorticoid receptor binding	+	0.8498	84.98%
Aromatase binding	+	0.5212	52.12%
PPAR gamma	+	0.5643	56.43%
Honey bee toxicity	-	0.8416	84.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	95.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.69%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.45%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.88%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.86%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	87.46%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	86.73%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.94%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.27%	94.00%

Plants that contains it

• Maclura cochinchinensis

Cross-Links

• PubChem: 11500888
• LOTUS: LTS0055826
• wikiData: Q105241018