3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)chromen-4-one

Details

• Internal ID: 5119a55a-9be4-491f-8435-d509f7c7c48c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)chromen-4-one
• SMILES (Canonical): CC(C)(CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=C(C=C(C=C3)O)O)O)O
• SMILES (Isomeric): CC(C)(CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=C(C=C(C=C3)O)O)O)O
• InChI: InChI=1S/C20H20O7/c1-20(2,26)6-5-12-15(23)8-16-17(18(12)24)19(25)13(9-27-16)11-4-3-10(21)7-14(11)22/h3-4,7-9,21-24,26H,5-6H2,1-2H3
• InChI Key: VSXWLNJMVXBUCO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	-	0.5376	53.76%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	+	0.5822	58.22%
OATP1B1 inhibitior	+	0.8461	84.61%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	-	0.5466	54.66%
P-glycoprotein inhibitior	-	0.7084	70.84%
P-glycoprotein substrate	-	0.6231	62.31%
CYP3A4 substrate	+	0.5779	57.79%
CYP2C9 substrate	-	0.5797	57.97%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	+	0.6528	65.28%
CYP2C9 inhibition	-	0.7007	70.07%
CYP2C19 inhibition	-	0.7294	72.94%
CYP2D6 inhibition	-	0.8458	84.58%
CYP1A2 inhibition	+	0.5256	52.56%
CYP2C8 inhibition	+	0.6739	67.39%
CYP inhibitory promiscuity	-	0.6703	67.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.5235	52.35%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.8925	89.25%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5271	52.71%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7570	75.70%
Acute Oral Toxicity (c)	III	0.5291	52.91%
Estrogen receptor binding	+	0.9248	92.48%
Androgen receptor binding	+	0.8552	85.52%
Thyroid receptor binding	+	0.6871	68.71%
Glucocorticoid receptor binding	+	0.8577	85.77%
Aromatase binding	+	0.8102	81.02%
PPAR gamma	+	0.9137	91.37%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9587	95.87%

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	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.05%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.07%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.11%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.16%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.05%	90.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.93%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.93%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.60%	96.12%

Plants that contains it

• Lupinus luteus

Cross-Links

• PubChem: 11199578
• LOTUS: LTS0068968
• wikiData: Q105292588