Kanzonol A

Details

• Internal ID: 2ac6f75e-b31e-4f61-b592-45cc790248fe
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
• IUPAC Name: 1-(2,4-dihydroxyphenyl)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C(=O)CC(=O)C2=C(C=C(C=C2)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)C(=O)CC(=O)C2=C(C=C(C=C2)O)O)O)C
• InChI: InChI=1S/C20H20O5/c1-12(2)3-4-13-9-14(5-8-17(13)22)18(23)11-20(25)16-7-6-15(21)10-19(16)24/h3,5-10,21-22,24H,4,11H2,1-2H3
• InChI Key: PSBQRXSCIFYKAX-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 1-(2,4-dihydroxyphenyl)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propane-1,3-dione
• 1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-(3-methylbut-2-enyl)phenyl)propane-1,3-dione
• RefChem:150929
• 155233-18-4
• CHEBI:185091
• LMPK12120377

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.6594	65.94%
Blood Brain Barrier	-	0.5629	56.29%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	+	0.5645	56.45%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	+	0.8594	85.94%
P-glycoprotein inhibitior	-	0.7254	72.54%
P-glycoprotein substrate	-	0.6291	62.91%
CYP3A4 substrate	-	0.5704	57.04%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	+	0.5680	56.80%
CYP2C9 inhibition	+	0.8864	88.64%
CYP2C19 inhibition	+	0.8753	87.53%
CYP2D6 inhibition	+	0.5056	50.56%
CYP1A2 inhibition	+	0.8792	87.92%
CYP2C8 inhibition	+	0.5105	51.05%
CYP inhibitory promiscuity	+	0.8224	82.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8273	82.73%
Carcinogenicity (trinary)	Non-required	0.7631	76.31%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.5977	59.77%
Skin irritation	-	0.7646	76.46%
Skin corrosion	-	0.8310	83.10%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5643	56.43%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5205	52.05%
skin sensitisation	+	0.5091	50.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5242	52.42%
Acute Oral Toxicity (c)	III	0.6061	60.61%
Estrogen receptor binding	+	0.9505	95.05%
Androgen receptor binding	+	0.6873	68.73%
Thyroid receptor binding	+	0.5999	59.99%
Glucocorticoid receptor binding	+	0.8805	88.05%
Aromatase binding	+	0.7557	75.57%
PPAR gamma	+	0.8969	89.69%
Honey bee toxicity	-	0.9020	90.20%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.48%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.89%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	91.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.68%	90.17%
CHEMBL2535	P11166	Glucose transporter	87.39%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.47%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.09%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.90%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.47%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42607641
• LOTUS: LTS0104391
• wikiData: Q105214088