7-methoxy-2-phenyl-3,4-dihydro-2H-chromen-4-ol

Details

• Internal ID: 67098429-a292-4c1d-b2cd-34479c53a8b5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 7-methoxy-2-phenyl-3,4-dihydro-2H-chromen-4-ol
• SMILES (Canonical): COC1=CC2=C(C=C1)C(CC(O2)C3=CC=CC=C3)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(CC(O2)C3=CC=CC=C3)O
• InChI: InChI=1S/C16H16O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-9,14-15,17H,10H2,1H3
• InChI Key: GMKMWNMOLXKFNU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8572	85.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7254	72.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9915	99.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4805	48.05%
P-glycoprotein inhibitior	-	0.8337	83.37%
P-glycoprotein substrate	-	0.9123	91.23%
CYP3A4 substrate	+	0.5162	51.62%
CYP2C9 substrate	-	0.6241	62.41%
CYP2D6 substrate	+	0.6346	63.46%
CYP3A4 inhibition	-	0.8565	85.65%
CYP2C9 inhibition	-	0.5504	55.04%
CYP2C19 inhibition	+	0.9005	90.05%
CYP2D6 inhibition	-	0.8228	82.28%
CYP1A2 inhibition	+	0.8632	86.32%
CYP2C8 inhibition	+	0.5896	58.96%
CYP inhibitory promiscuity	-	0.5379	53.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.4674	46.74%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.6511	65.11%
Skin irritation	-	0.6412	64.12%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6460	64.60%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.6560	65.60%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7248	72.48%
Acute Oral Toxicity (c)	III	0.7360	73.60%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	+	0.5198	51.98%
Thyroid receptor binding	+	0.5930	59.30%
Glucocorticoid receptor binding	-	0.4675	46.75%
Aromatase binding	+	0.5581	55.81%
PPAR gamma	+	0.6267	62.67%
Honey bee toxicity	-	0.9288	92.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.5580	55.80%

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	95.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.54%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.53%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.36%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.14%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.69%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.15%	94.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.72%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Crinum asiaticum
• Pancratium maritimum

Cross-Links

• PubChem: 12360934
• LOTUS: LTS0055905
• wikiData: Q105011976