3-[4,5-Dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 1dd8eb56-e35d-43d6-8193-7e56d1ef8038
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones > 2-prenylated isoflavones
• IUPAC Name: 3-[4,5-dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C21H20O7/c1-10(2)4-5-12-13(8-16(24)20(26)21(12)27-3)14-9-28-17-7-11(22)6-15(23)18(17)19(14)25/h4,6-9,22-24,26H,5H2,1-3H3
• InChI Key: KDPJJWNKECJCIC-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9360	93.60%
Caco-2	+	0.5783	57.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5742	57.42%
OATP2B1 inhibitior	+	0.5785	57.85%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4806	48.06%
P-glycoprotein inhibitior	-	0.4892	48.92%
P-glycoprotein substrate	-	0.7831	78.31%
CYP3A4 substrate	+	0.5905	59.05%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.7078	70.78%
CYP2C9 inhibition	+	0.8032	80.32%
CYP2C19 inhibition	+	0.8203	82.03%
CYP2D6 inhibition	+	0.5865	58.65%
CYP1A2 inhibition	+	0.7689	76.89%
CYP2C8 inhibition	+	0.6103	61.03%
CYP inhibitory promiscuity	+	0.9007	90.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5438	54.38%
Skin irritation	-	0.7541	75.41%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5100	51.00%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8258	82.58%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6546	65.46%
Acute Oral Toxicity (c)	III	0.6227	62.27%
Estrogen receptor binding	+	0.9199	91.99%
Androgen receptor binding	+	0.7151	71.51%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	+	0.8128	81.28%
Aromatase binding	+	0.6305	63.05%
PPAR gamma	+	0.8875	88.75%
Honey bee toxicity	-	0.8286	82.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9886	98.86%

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	99.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.03%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.92%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	89.62%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.27%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL3194	P02766	Transthyretin	84.98%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.87%	98.21%
CHEMBL1937	Q92769	Histone deacetylase 2	82.79%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.86%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.04%	89.34%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 15689642
• LOTUS: LTS0174952
• wikiData: Q105139303