2,3,4,5,2',3',4',6'-Octamethoxychalcone

Details

• Internal ID: 816c96aa-409d-472d-abe6-4478ae629293
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids
• IUPAC Name: (E)-3-(2,3,4,5-tetramethoxyphenyl)-1-(2,3,4,6-tetramethoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C23H28O9/c1-25-15-12-17(27-3)20(29-5)22(31-7)18(15)14(24)10-9-13-11-16(26-2)21(30-6)23(32-8)19(13)28-4/h9-12H,1-8H3/b10-9+
• InChI Key: KQMYMHDMSRHGLM-MDZDMXLPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₉
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.17333247 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

• CHEBI:178533
• LMPK12120352
• (E)-3-(2,3,4,5-tetramethoxyphenyl)-1-(2,3,4,6-tetramethoxyphenyl)prop-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.9078	90.78%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7945	79.45%
P-glycoprotein inhibitior	+	0.8707	87.07%
P-glycoprotein substrate	-	0.8985	89.85%
CYP3A4 substrate	-	0.5561	55.61%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	+	0.7316	73.16%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.9177	91.77%
CYP2C8 inhibition	+	0.5887	58.87%
CYP inhibitory promiscuity	+	0.8469	84.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9447	94.47%
Eye irritation	-	0.6560	65.60%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4185	41.85%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.8999	89.99%
Androgen receptor binding	-	0.5114	51.14%
Thyroid receptor binding	+	0.7345	73.45%
Glucocorticoid receptor binding	+	0.7673	76.73%
Aromatase binding	-	0.5372	53.72%
PPAR gamma	+	0.6881	68.81%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9896	98.96%

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	93.63%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.80%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.67%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.63%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.53%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.76%	95.50%
CHEMBL2535	P11166	Glucose transporter	82.40%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%
CHEMBL3194	P02766	Transthyretin	80.68%	90.71%

Plants that contains it

• Scutellaria indica

Cross-Links

• PubChem: 14332441
• LOTUS: LTS0171937
• wikiData: Q76423738