Aureusidin-6-olate

Details

• Internal ID: abc018cd-b490-4242-972d-76a984e4218b
• Taxonomy: Phenylpropanoids and polyketides > Aurone flavonoids
• IUPAC Name: 4-[(Z)-(4,6-dihydroxy-3-oxo-1-benzofuran-2-ylidene)methyl]-2-hydroxyphenolate
• InChI: InChI=1S/C15H10O6/c16-8-5-11(19)14-12(6-8)21-13(15(14)20)4-7-1-2-9(17)10(18)3-7/h1-6,16-19H/p-1/b13-4-
• InChI Key: WBEFUVAYFSOUEA-PQMHYQBVSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₉O₆-
• Molecular Weight: 285.23 g/mol
• Exact Mass: 285.03991300 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• aureusidin(1-)
• CHEBI:58393
• Q27125754
• (2Z)-2-(3,4-dihydroxybenzylidene)-4-hydroxy-3-oxo-2,3-dihydro-1-benzofuran-6-olate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9706	97.06%
Caco-2	-	0.5245	52.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4568	45.68%
OATP2B1 inhibitior	+	0.5586	55.86%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.8586	85.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8103	81.03%
P-glycoprotein inhibitior	-	0.9139	91.39%
P-glycoprotein substrate	-	0.9616	96.16%
CYP3A4 substrate	-	0.5704	57.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	+	0.5642	56.42%
CYP2C9 inhibition	+	0.6201	62.01%
CYP2C19 inhibition	+	0.5286	52.86%
CYP2D6 inhibition	-	0.8599	85.99%
CYP1A2 inhibition	+	0.9259	92.59%
CYP2C8 inhibition	-	0.6108	61.08%
CYP inhibitory promiscuity	+	0.9267	92.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4153	41.53%
Eye corrosion	-	0.9843	98.43%
Eye irritation	+	0.9824	98.24%
Skin irritation	+	0.5419	54.19%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8899	88.99%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5950	59.50%
skin sensitisation	-	0.5457	54.57%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5446	54.46%
Acute Oral Toxicity (c)	III	0.3717	37.17%
Estrogen receptor binding	+	0.8187	81.87%
Androgen receptor binding	+	0.8734	87.34%
Thyroid receptor binding	+	0.6641	66.41%
Glucocorticoid receptor binding	+	0.7864	78.64%
Aromatase binding	+	0.8012	80.12%
PPAR gamma	+	0.7575	75.75%
Honey bee toxicity	-	0.7907	79.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	98.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.83%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.27%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.66%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.58%	93.40%
CHEMBL3194	P02766	Transthyretin	91.37%	90.71%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.56%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.44%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.96%	94.80%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.23%	83.10%
CHEMBL4208	P20618	Proteasome component C5	80.43%	90.00%

Plants that contains it

• Citrus limon

Cross-Links

• PubChem: 49852315
• NPASS: NPC19546