Hexamethoxy flavanone

Details

• Internal ID: 85b8f4eb-4f6b-439e-bbdc-6e184d5f81f0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2,3,3,5,6,7-hexamethoxy-2-phenylchromen-4-one
• InChI: InChI=1S/C21H24O8/c1-23-15-12-14-16(18(25-3)17(15)24-2)19(22)21(27-5,28-6)20(26-4,29-14)13-10-8-7-9-11-13/h7-12H,1-6H3
• InChI Key: LBHJADBERGCMPH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	+	0.8481	84.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6664	66.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.9814	98.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7116	71.16%
P-glycoprotein inhibitior	+	0.7932	79.32%
P-glycoprotein substrate	-	0.9156	91.56%
CYP3A4 substrate	+	0.5318	53.18%
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	+	0.6391	63.91%
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	-	0.5000	50.00%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7498	74.98%
Acute Oral Toxicity (c)	II	0.6280	62.80%
Estrogen receptor binding	+	0.8959	89.59%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	+	0.7120	71.20%
Glucocorticoid receptor binding	+	0.6415	64.15%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.7649	76.49%
Honey bee toxicity	-	0.8406	84.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.27%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	93.29%	94.03%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.23%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.43%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.01%	94.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.60%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.79%	97.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.21%	93.99%
CHEMBL4208	P20618	Proteasome component C5	82.53%	90.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.23%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.66%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.60%	100.00%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 132281498
• LOTUS: LTS0229728
• wikiData: Q105149269