Licoagroaurone

Details

• Internal ID: 8f453eef-2051-43f3-b06e-64de22bbffad
• Taxonomy: Phenylpropanoids and polyketides > Aurone flavonoids
• IUPAC Name: (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-one
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1OC(=CC3=CC(=C(C=C3)O)O)C2=O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1O/C(=C\C3=CC(=C(C=C3)O)O)/C2=O)O)C
• InChI: InChI=1S/C20H18O5/c1-11(2)3-5-13-15(21)8-6-14-19(24)18(25-20(13)14)10-12-4-7-16(22)17(23)9-12/h3-4,6-10,21-23H,5H2,1-2H3/b18-10-
• InChI Key: GKIZWUHTCYQZHL-ZDLGFXPLSA-N
• Popularity: 2 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: 4.50
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL2437369
• BDBM50441634

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5701	57.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7447	74.47%
OATP2B1 inhibitior	+	0.5652	56.52%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7949	79.49%
P-glycoprotein inhibitior	-	0.6100	61.00%
P-glycoprotein substrate	-	0.8965	89.65%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7925	79.25%
CYP3A4 inhibition	-	0.7233	72.33%
CYP2C9 inhibition	+	0.8820	88.20%
CYP2C19 inhibition	+	0.8302	83.02%
CYP2D6 inhibition	-	0.6652	66.52%
CYP1A2 inhibition	+	0.9187	91.87%
CYP2C8 inhibition	-	0.7014	70.14%
CYP inhibitory promiscuity	+	0.9001	90.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.7537	75.37%
Skin irritation	-	0.6917	69.17%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6323	63.23%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5872	58.72%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5907	59.07%
Acute Oral Toxicity (c)	III	0.5338	53.38%
Estrogen receptor binding	+	0.9651	96.51%
Androgen receptor binding	+	0.8807	88.07%
Thyroid receptor binding	+	0.6901	69.01%
Glucocorticoid receptor binding	+	0.8236	82.36%
Aromatase binding	+	0.6942	69.42%
PPAR gamma	+	0.8983	89.83%
Honey bee toxicity	-	0.8146	81.46%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.94%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.27%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.25%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.12%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.24%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.39%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.36%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.86%	96.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.66%	91.38%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 12069327
• LOTUS: LTS0054967
• wikiData: Q105010050