1-[(E)-2-carboxyethenyl]-3,4,5-trihydroxy-6-oxobenzo[7]annulene-8-carboxylic acid

Details

• Internal ID: 2ac6381b-42c8-4825-b8c1-3f70374a6bb9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 1-[(E)-2-carboxyethenyl]-3,4,5-trihydroxy-6-oxobenzo[7]annulene-8-carboxylic acid
• InChI: InChI=1S/C15H10O8/c16-9-4-6(1-2-11(18)19)8-3-7(15(22)23)5-10(17)14(21)12(8)13(9)20/h1-5,16,20H,(H,17,21)(H,18,19)(H,22,23)/b2-1+
• InChI Key: CCGIZYWIEOFOHE-OWOJBTEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₈
• Molecular Weight: 318.23 g/mol
• Exact Mass: 318.03756727 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9264	92.64%
Caco-2	-	0.7886	78.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5190	51.90%
OATP2B1 inhibitior	-	0.6685	66.85%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.7530	75.30%
P-glycoprotein inhibitior	-	0.9634	96.34%
P-glycoprotein substrate	-	0.9082	90.82%
CYP3A4 substrate	-	0.5748	57.48%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.7773	77.73%
CYP2C9 inhibition	-	0.7974	79.74%
CYP2C19 inhibition	-	0.9121	91.21%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	+	0.4715	47.15%
CYP inhibitory promiscuity	-	0.9497	94.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8975	89.75%
Carcinogenicity (trinary)	Non-required	0.5986	59.86%
Eye corrosion	-	0.9860	98.60%
Eye irritation	+	0.9590	95.90%
Skin irritation	+	0.6997	69.97%
Skin corrosion	-	0.8621	86.21%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8622	86.22%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.6127	61.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6025	60.25%
Acute Oral Toxicity (c)	IV	0.3976	39.76%
Estrogen receptor binding	+	0.6197	61.97%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	-	0.6175	61.75%
Glucocorticoid receptor binding	+	0.8348	83.48%
Aromatase binding	-	0.7081	70.81%
PPAR gamma	+	0.6946	69.46%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	99.16%	91.11%
CHEMBL3194	P02766	Transthyretin	94.86%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.25%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.55%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.26%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.94%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.53%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.14%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.02%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11988954
• LOTUS: LTS0071524
• wikiData: Q104953272