Eurycarpin A

Details

• Internal ID: 02e170c3-81dd-4c55-9a8a-f0d1de505351
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-7-hydroxychromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1O)C2=COC3=C(C2=O)C=CC(=C3)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1O)C2=COC3=C(C2=O)C=CC(=C3)O)O)C
• InChI: InChI=1S/C20H18O5/c1-11(2)3-5-14-17(22)8-7-13(19(14)23)16-10-25-18-9-12(21)4-6-15(18)20(16)24/h3-4,6-10,21-23H,5H2,1-2H3
• InChI Key: NNCFAUGCNTZUIW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 166547-20-2
• 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-7-hydroxychromen-4-one
• CHEMBL4065779
• SCHEMBL24074927
• AKOS032962479

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.6836	68.36%
Blood Brain Barrier	-	0.5379	53.79%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7620	76.20%
OATP2B1 inhibitior	+	0.5700	57.00%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5822	58.22%
P-glycoprotein inhibitior	-	0.5681	56.81%
P-glycoprotein substrate	-	0.6798	67.98%
CYP3A4 substrate	+	0.5721	57.21%
CYP2C9 substrate	-	0.6241	62.41%
CYP2D6 substrate	-	0.7799	77.99%
CYP3A4 inhibition	+	0.5630	56.30%
CYP2C9 inhibition	+	0.9394	93.94%
CYP2C19 inhibition	+	0.9320	93.20%
CYP2D6 inhibition	-	0.7264	72.64%
CYP1A2 inhibition	+	0.9115	91.15%
CYP2C8 inhibition	-	0.5752	57.52%
CYP inhibitory promiscuity	+	0.9498	94.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.5829	58.29%
Skin irritation	-	0.7159	71.59%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5973	59.73%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7133	71.33%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6260	62.60%
Acute Oral Toxicity (c)	III	0.6307	63.07%
Estrogen receptor binding	+	0.9209	92.09%
Androgen receptor binding	+	0.8642	86.42%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.9052	90.52%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.9067	90.67%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	99.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.45%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.57%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.58%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.87%	99.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.42%	91.38%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.49%	98.11%

Plants that contains it

• Glycyrrhiza
• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 5317300
• NPASS: NPC161124
• LOTUS: LTS0175643
• wikiData: Q105182059