5,7-Dimethoxyflavan

Details

• Internal ID: bcc02db6-07c7-4042-b013-be76d19e1a66
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,7-dimethoxy-2-phenyl-3,4-dihydro-2H-chromene
• SMILES (Canonical): COC1=CC2=C(CCC(O2)C3=CC=CC=C3)C(=C1)OC
• SMILES (Isomeric): COC1=CC2=C(CCC(O2)C3=CC=CC=C3)C(=C1)OC
• InChI: InChI=1S/C17H18O3/c1-18-13-10-16(19-2)14-8-9-15(20-17(14)11-13)12-6-4-3-5-7-12/h3-7,10-11,15H,8-9H2,1-2H3
• InChI Key: ZNGGVZOKUFXTRL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 5,7-dimethoxy-2-phenyl-chromane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.9003	90.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7553	75.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9497	94.97%
OATP1B3 inhibitior	+	0.9873	98.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6197	61.97%
P-glycoprotein inhibitior	-	0.6638	66.38%
P-glycoprotein substrate	-	0.9151	91.51%
CYP3A4 substrate	-	0.5155	51.55%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	+	0.6319	63.19%
CYP3A4 inhibition	-	0.7205	72.05%
CYP2C9 inhibition	+	0.6031	60.31%
CYP2C19 inhibition	+	0.7578	75.78%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	+	0.9139	91.39%
CYP2C8 inhibition	+	0.6212	62.12%
CYP inhibitory promiscuity	+	0.7430	74.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.9546	95.46%
Eye irritation	-	0.7226	72.26%
Skin irritation	-	0.7553	75.53%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6936	69.36%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4652	46.52%
Acute Oral Toxicity (c)	III	0.7238	72.38%
Estrogen receptor binding	+	0.7053	70.53%
Androgen receptor binding	+	0.5562	55.62%
Thyroid receptor binding	+	0.6709	67.09%
Glucocorticoid receptor binding	-	0.4696	46.96%
Aromatase binding	-	0.5795	57.95%
PPAR gamma	-	0.5270	52.70%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	-	0.4363	43.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.44%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.10%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.48%	97.14%
CHEMBL2535	P11166	Glucose transporter	82.95%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.88%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.87%	95.89%

Plants that contains it

• Tephrosia watsoniana

Cross-Links

• PubChem: 49774783
• LOTUS: LTS0144011
• wikiData: Q105380052