5,7-Dimethoxy-8-(3-methylbuta-1,3-dienyl)-2-phenylchromen-4-one

Details

• Internal ID: a2dea8dc-e7a7-49be-81f9-36dbf0cbfbc4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,7-dimethoxy-8-(3-methylbuta-1,3-dienyl)-2-phenylchromen-4-one
• SMILES (Canonical): CC(=C)C=CC1=C2C(=C(C=C1OC)OC)C(=O)C=C(O2)C3=CC=CC=C3
• SMILES (Isomeric): CC(=C)C=CC1=C2C(=C(C=C1OC)OC)C(=O)C=C(O2)C3=CC=CC=C3
• InChI: InChI=1S/C22H20O4/c1-14(2)10-11-16-19(24-3)13-20(25-4)21-17(23)12-18(26-22(16)21)15-8-6-5-7-9-15/h5-13H,1H2,2-4H3
• InChI Key: HEORSHPDPZGZCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₄
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.13615911 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7998	79.98%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7111	71.11%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9832	98.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8757	87.57%
P-glycoprotein inhibitior	+	0.9688	96.88%
P-glycoprotein substrate	-	0.8229	82.29%
CYP3A4 substrate	+	0.5357	53.57%
CYP2C9 substrate	-	0.8368	83.68%
CYP2D6 substrate	-	0.7977	79.77%
CYP3A4 inhibition	+	0.8503	85.03%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.9455	94.55%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	+	0.9184	91.84%
CYP2C8 inhibition	+	0.6748	67.48%
CYP inhibitory promiscuity	+	0.9552	95.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9815	98.15%
Eye irritation	+	0.5304	53.04%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8344	83.44%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5908	59.08%
Acute Oral Toxicity (c)	II	0.4735	47.35%
Estrogen receptor binding	+	0.8860	88.60%
Androgen receptor binding	+	0.9418	94.18%
Thyroid receptor binding	+	0.7761	77.61%
Glucocorticoid receptor binding	+	0.8651	86.51%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	+	0.7732	77.32%
Honey bee toxicity	-	0.6653	66.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	97.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.24%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.46%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.50%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.29%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.45%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.80%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.85%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.08%	97.14%

Plants that contains it

• Enkianthus perulatus
• Tephrosia bracteolata

Cross-Links

• PubChem: 74977430
• LOTUS: LTS0059052
• wikiData: Q105029366