Pentamethoxyflavanone

Details

• Internal ID: 89516b03-6437-4a24-b3b8-ec1ab5e2303d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 2,3,3,5,6-pentamethoxy-2-phenylchromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC(C(C2=O)(OC)OC)(C3=CC=CC=C3)OC)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC(C(C2=O)(OC)OC)(C3=CC=CC=C3)OC)OC
• InChI: InChI=1S/C20H22O7/c1-22-15-12-11-14-16(17(15)23-2)18(21)20(25-4,26-5)19(24-3,27-14)13-9-7-6-8-10-13/h6-12H,1-5H3
• InChI Key: JMYZPCDTRATMDW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	+	0.8510	85.10%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6664	66.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9814	98.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6340	63.40%
P-glycoprotein inhibitior	+	0.7175	71.75%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	+	0.5204	52.04%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.6068	60.68%
CYP2D6 inhibition	-	0.9705	97.05%
CYP1A2 inhibition	+	0.7336	73.36%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6106	61.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5142	51.42%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.5857	58.57%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7146	71.46%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6439	64.39%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8633	86.33%
Acute Oral Toxicity (c)	II	0.6280	62.80%
Estrogen receptor binding	+	0.9138	91.38%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	+	0.6990	69.90%
Glucocorticoid receptor binding	-	0.4696	46.96%
Aromatase binding	+	0.7015	70.15%
PPAR gamma	+	0.7859	78.59%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9568	95.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.08%	94.08%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.93%	94.03%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.50%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.93%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	87.09%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.71%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.07%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.88%	93.99%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 129882826
• LOTUS: LTS0000351
• wikiData: Q105131758