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

Details

• Internal ID: 8f2080ca-3a80-413b-813f-fa4600e07808
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[4,5-dihydroxy-2-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C20H18O6/c1-4-20(2,3)13-8-15(23)14(22)7-11(13)12-9-26-17-6-10(21)5-16(24)18(17)19(12)25/h4-9,21-24H,1H2,2-3H3
• InChI Key: WENUFADKXXMDRZ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9534	95.34%
Caco-2	+	0.5292	52.92%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6859	68.59%
OATP2B1 inhibitior	+	0.5813	58.13%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9749	97.49%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5482	54.82%
P-glycoprotein inhibitior	-	0.6521	65.21%
P-glycoprotein substrate	-	0.8768	87.68%
CYP3A4 substrate	+	0.5796	57.96%
CYP2C9 substrate	-	0.6339	63.39%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	+	0.8235	82.35%
CYP2C9 inhibition	+	0.5638	56.38%
CYP2C19 inhibition	-	0.5558	55.58%
CYP2D6 inhibition	-	0.8698	86.98%
CYP1A2 inhibition	+	0.6522	65.22%
CYP2C8 inhibition	+	0.5705	57.05%
CYP inhibitory promiscuity	+	0.6148	61.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.8610	86.10%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.8210	82.10%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4416	44.16%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7116	71.16%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5848	58.48%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.9079	90.79%
Androgen receptor binding	+	0.7958	79.58%
Thyroid receptor binding	+	0.6984	69.84%
Glucocorticoid receptor binding	+	0.8707	87.07%
Aromatase binding	+	0.7571	75.71%
PPAR gamma	+	0.6957	69.57%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	98.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.02%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.65%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.68%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.78%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.76%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.76%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%
CHEMBL4530	P00488	Coagulation factor XIII	82.15%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.38%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.08%	94.42%

Plants that contains it

• Psorodendron arborescens

Cross-Links

• PubChem: 11646071
• LOTUS: LTS0085791
• wikiData: Q105303216