Licodione base + 3O, 2Prenyl

Details

• Internal ID: 4471fc2c-b276-4ace-aa8d-c683d4dd7c00
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (Z)-1-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3-hydroxy-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC(=CCC1=CC(=C(C=C1O)O)C(=O)C=C(C2=CC=C(C=C2)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C=C1O)O)C(=O)/C=C(/C2=CC=C(C=C2)O)\O)C
• InChI: InChI=1S/C20H20O5/c1-12(2)3-4-14-9-16(20(25)11-18(14)23)19(24)10-17(22)13-5-7-15(21)8-6-13/h3,5-11,21-23,25H,4H2,1-2H3/b17-10-
• InChI Key: IXMVCKVQOAGJGJ-YVLHZVERSA-N
• Popularity: 1 reference 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): 98.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5941	59.41%
Blood Brain Barrier	-	0.5379	53.79%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8210	82.10%
OATP2B1 inhibitior	+	0.5737	57.37%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	+	0.7204	72.04%
P-glycoprotein inhibitior	-	0.6851	68.51%
P-glycoprotein substrate	-	0.7891	78.91%
CYP3A4 substrate	-	0.6043	60.43%
CYP2C9 substrate	-	0.7867	78.67%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	+	0.5800	58.00%
CYP2C9 inhibition	+	0.9411	94.11%
CYP2C19 inhibition	+	0.9399	93.99%
CYP2D6 inhibition	-	0.6694	66.94%
CYP1A2 inhibition	+	0.9454	94.54%
CYP2C8 inhibition	+	0.5141	51.41%
CYP inhibitory promiscuity	+	0.9305	93.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7972	79.72%
Carcinogenicity (trinary)	Non-required	0.7738	77.38%
Eye corrosion	-	0.9868	98.68%
Eye irritation	+	0.8223	82.23%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.8191	81.91%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5431	54.31%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6932	69.32%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5844	58.44%
Acute Oral Toxicity (c)	III	0.7270	72.70%
Estrogen receptor binding	+	0.9529	95.29%
Androgen receptor binding	+	0.8332	83.32%
Thyroid receptor binding	+	0.6333	63.33%
Glucocorticoid receptor binding	+	0.9437	94.37%
Aromatase binding	+	0.8685	86.85%
PPAR gamma	+	0.9079	90.79%
Honey bee toxicity	-	0.9414	94.14%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
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	96.67%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.69%	94.73%
CHEMBL3194	P02766	Transthyretin	86.26%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.42%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.25%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.13%	91.71%

Plants that contains it

• Glycyrrhiza echinata

Cross-Links

• PubChem: 139291901
• LOTUS: LTS0046011
• wikiData: Q105122264