(+)-5,7,8,2'-Tetramethoxyflavanone

Details

• Internal ID: 208adf92-3bb8-4efd-a571-3b37c9a258aa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,7,8-trimethoxy-2-(2-methoxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC=CC=C1C2CC(=O)C3=C(O2)C(=C(C=C3OC)OC)OC
• SMILES (Isomeric): COC1=CC=CC=C1C2CC(=O)C3=C(O2)C(=C(C=C3OC)OC)OC
• InChI: InChI=1S/C19H20O6/c1-21-13-8-6-5-7-11(13)14-9-12(20)17-15(22-2)10-16(23-3)18(24-4)19(17)25-14/h5-8,10,14H,9H2,1-4H3
• InChI Key: YWGUWLVTHOTFHV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• 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	+	0.9905	99.05%
Caco-2	+	0.9465	94.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7174	71.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7363	73.63%
P-glycoprotein inhibitior	+	0.7843	78.43%
P-glycoprotein substrate	-	0.9163	91.63%
CYP3A4 substrate	+	0.5850	58.50%
CYP2C9 substrate	-	0.8256	82.56%
CYP2D6 substrate	+	0.3744	37.44%
CYP3A4 inhibition	+	0.5817	58.17%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	+	0.7186	71.86%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	+	0.9255	92.55%
CYP2C8 inhibition	+	0.4871	48.71%
CYP inhibitory promiscuity	+	0.7312	73.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5681	56.81%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.6236	62.36%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5128	51.28%
Acute Oral Toxicity (c)	II	0.5134	51.34%
Estrogen receptor binding	+	0.8402	84.02%
Androgen receptor binding	+	0.6333	63.33%
Thyroid receptor binding	+	0.6616	66.16%
Glucocorticoid receptor binding	+	0.7870	78.70%
Aromatase binding	-	0.7032	70.32%
PPAR gamma	+	0.5226	52.26%
Honey bee toxicity	-	0.7882	78.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.8462	84.62%

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	96.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.85%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.68%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.26%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.13%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.53%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.31%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.95%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%

Plants that contains it

• Andrographis macrobotrys

Cross-Links

• PubChem: 13889023
• LOTUS: LTS0108356
• wikiData: Q105366535