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

Details

• Internal ID: 425d6def-9706-43b2-970a-8ac73ae059c7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2R,3R)-3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2C(C(=O)C3=C(O2)C=C(C=C3)OC)O
• SMILES (Isomeric): COC1=CC=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(O2)C=C(C=C3)OC)O
• InChI: InChI=1S/C17H16O5/c1-20-11-5-3-10(4-6-11)17-16(19)15(18)13-8-7-12(21-2)9-14(13)22-17/h3-9,16-17,19H,1-2H3/t16-,17+/m0/s1
• InChI Key: AOZWMGSGVJVCON-DLBZAZTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.8425	84.25%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5051	50.51%
P-glycoprotein inhibitior	+	0.6541	65.41%
P-glycoprotein substrate	-	0.9439	94.39%
CYP3A4 substrate	+	0.5328	53.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6972	69.72%
CYP3A4 inhibition	+	0.6118	61.18%
CYP2C9 inhibition	+	0.5166	51.66%
CYP2C19 inhibition	+	0.8658	86.58%
CYP2D6 inhibition	-	0.8590	85.90%
CYP1A2 inhibition	+	0.8456	84.56%
CYP2C8 inhibition	-	0.8625	86.25%
CYP inhibitory promiscuity	+	0.6777	67.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5969	59.69%
Eye corrosion	-	0.9735	97.35%
Eye irritation	+	0.8378	83.78%
Skin irritation	-	0.6296	62.96%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6060	60.60%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9380	93.80%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6148	61.48%
Acute Oral Toxicity (c)	III	0.5284	52.84%
Estrogen receptor binding	+	0.8041	80.41%
Androgen receptor binding	+	0.6442	64.42%
Thyroid receptor binding	+	0.7172	71.72%
Glucocorticoid receptor binding	+	0.6706	67.06%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7498	74.98%
Honey bee toxicity	-	0.9229	92.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8830	88.30%

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	95.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.16%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.57%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.27%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.59%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	84.44%	93.31%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	84.12%	95.55%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.24%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.00%	86.92%

Plants that contains it

• Gynerium sagittatum

Cross-Links

• PubChem: 12294345
• LOTUS: LTS0114992
• wikiData: Q105233046