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

Details

• Internal ID: 1b575406-b567-475e-a068-81cdf1934fb4
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones > 2-prenylated isoflavones
• IUPAC Name: 3-[3,4-dihydroxy-5-methoxy-2-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C21H20O7/c1-10(2)4-5-12-13(8-17(27-3)21(26)20(12)25)14-9-28-16-7-11(22)6-15(23)18(16)19(14)24/h4,6-9,22-23,25-26H,5H2,1-3H3
• InChI Key: AGPUUEMPGCHXQF-UHFFFAOYSA-N
• Popularity: 3 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	+	0.9494	94.94%
Caco-2	-	0.5209	52.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5625	56.25%
OATP2B1 inhibitior	+	0.5802	58.02%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6908	69.08%
P-glycoprotein inhibitior	-	0.4513	45.13%
P-glycoprotein substrate	-	0.7041	70.41%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	+	0.7901	79.01%
CYP2C19 inhibition	+	0.8450	84.50%
CYP2D6 inhibition	+	0.5731	57.31%
CYP1A2 inhibition	+	0.7568	75.68%
CYP2C8 inhibition	+	0.6244	62.44%
CYP inhibitory promiscuity	+	0.8636	86.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.5680	56.80%
Skin irritation	-	0.7594	75.94%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5466	54.66%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4940	49.40%
Acute Oral Toxicity (c)	III	0.5882	58.82%
Estrogen receptor binding	+	0.9283	92.83%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.8123	81.23%
Aromatase binding	+	0.6757	67.57%
PPAR gamma	+	0.8858	88.58%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	92.34%	98.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.01%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.99%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL3194	P02766	Transthyretin	84.75%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.68%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.13%	98.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.20%	85.14%
CHEMBL2535	P11166	Glucose transporter	80.80%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	80.20%	94.75%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 5481233
• LOTUS: LTS0264148
• wikiData: Q104911967