1-[2,4-Dihydroxy-3-(3-hydroxy-3-methylbut-1-enyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: cb05a0ac-8343-45b1-8fd2-751bc64cb45f
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-[2,4-dihydroxy-3-(3-hydroxy-3-methylbut-1-enyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC(C)(C=CC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): CC(C)(C=CC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C21H22O6/c1-21(2,26)11-10-15-17(24)12-18(27-3)19(20(15)25)16(23)9-6-13-4-7-14(22)8-5-13/h4-12,22,24-26H,1-3H3
• InChI Key: KOWOOXVTWKELMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7085	70.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8630	86.30%
OATP2B1 inhibitior	+	0.5664	56.64%
OATP1B1 inhibitior	+	0.8964	89.64%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9632	96.32%
P-glycoprotein inhibitior	+	0.6679	66.79%
P-glycoprotein substrate	-	0.7442	74.42%
CYP3A4 substrate	+	0.5613	56.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	+	0.6855	68.55%
CYP2C9 inhibition	+	0.7484	74.84%
CYP2C19 inhibition	+	0.8075	80.75%
CYP2D6 inhibition	-	0.8907	89.07%
CYP1A2 inhibition	+	0.8302	83.02%
CYP2C8 inhibition	+	0.8410	84.10%
CYP inhibitory promiscuity	+	0.7721	77.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7916	79.16%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9807	98.07%
Eye irritation	+	0.6606	66.06%
Skin irritation	-	0.8173	81.73%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3917	39.17%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6218	62.18%
skin sensitisation	-	0.7840	78.40%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.7875	78.75%
Estrogen receptor binding	+	0.9543	95.43%
Androgen receptor binding	+	0.8450	84.50%
Thyroid receptor binding	+	0.7684	76.84%
Glucocorticoid receptor binding	+	0.8809	88.09%
Aromatase binding	+	0.8604	86.04%
PPAR gamma	+	0.8439	84.39%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	96.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.01%	95.56%
CHEMBL3194	P02766	Transthyretin	94.12%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.00%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.16%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.59%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.53%	90.93%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.30%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.10%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.21%	98.75%

Plants that contains it

• Tephrosia candida

Cross-Links

• PubChem: 75995952
• LOTUS: LTS0255693
• wikiData: Q105144027