(2S)-5,6,7,8,4'-Pentamethoxyflavanone

Details

• Internal ID: 9482ad6f-ae54-41c2-99ab-ad30a315962b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S)-5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C20H22O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-9,14H,10H2,1-5H3/t14-/m0/s1
• InChI Key: KEBPSQKPIAKRAT-AWEZNQCLSA-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): 72.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• LMPK12140686

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.9421	94.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7174	71.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6434	64.34%
P-glycoprotein inhibitior	+	0.7779	77.79%
P-glycoprotein substrate	-	0.9577	95.77%
CYP3A4 substrate	+	0.5371	53.71%
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	-	0.8701	87.01%
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	-	0.7717	77.17%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6922	69.22%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	-	0.6383	63.83%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4785	47.85%
Acute Oral Toxicity (c)	II	0.5134	51.34%
Estrogen receptor binding	+	0.8289	82.89%
Androgen receptor binding	+	0.6389	63.89%
Thyroid receptor binding	+	0.7380	73.80%
Glucocorticoid receptor binding	+	0.8057	80.57%
Aromatase binding	-	0.7559	75.59%
PPAR gamma	+	0.5461	54.61%
Honey bee toxicity	-	0.8794	87.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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
CHEMBL3137262	O60341	LSD1/CoREST complex	94.16%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.12%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.90%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.57%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.81%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.63%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.35%	98.75%

Plants that contains it

• Citrus japonica

Cross-Links

• PubChem: 10992374
• LOTUS: LTS0225073
• wikiData: Q76416398