5-Hydroxy-7-methoxy-8-(3-oxobut-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 855bfe27-f39c-483f-8cd5-a11972fbeb9a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-7-methoxy-8-(3-oxobut-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=O)C=CC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): CC(=O)C=CC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C20H18O5/c1-12(21)8-9-14-18(24-2)11-16(23)19-15(22)10-17(25-20(14)19)13-6-4-3-5-7-13/h3-9,11,17,23H,10H2,1-2H3
• InChI Key: GAGKUHAKUBMORD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.6317	63.17%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8199	81.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9935	99.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7412	74.12%
P-glycoprotein inhibitior	-	0.4543	45.43%
P-glycoprotein substrate	-	0.8709	87.09%
CYP3A4 substrate	+	0.5518	55.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	+	0.6213	62.13%
CYP2C9 inhibition	+	0.7761	77.61%
CYP2C19 inhibition	+	0.7347	73.47%
CYP2D6 inhibition	-	0.7184	71.84%
CYP1A2 inhibition	+	0.7384	73.84%
CYP2C8 inhibition	+	0.6447	64.47%
CYP inhibitory promiscuity	+	0.6937	69.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7757	77.57%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6714	67.14%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.5481	54.81%
skin sensitisation	-	0.9239	92.39%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6074	60.74%
Acute Oral Toxicity (c)	II	0.3990	39.90%
Estrogen receptor binding	+	0.5956	59.56%
Androgen receptor binding	+	0.7097	70.97%
Thyroid receptor binding	-	0.6253	62.53%
Glucocorticoid receptor binding	+	0.5506	55.06%
Aromatase binding	-	0.6904	69.04%
PPAR gamma	+	0.6500	65.00%
Honey bee toxicity	-	0.8270	82.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9524	95.24%

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	98.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.41%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.38%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.69%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.97%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.00%	98.75%
CHEMBL5028	O14672	ADAM10	81.14%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.53%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%

Plants that contains it

• Tephrosia sinapou

Cross-Links

• PubChem: 73808139
• LOTUS: LTS0041397
• wikiData: Q105005356