Goupiolone A

Details

• Internal ID: c95d4e9e-27cf-4082-9efa-c9f51a355ca0
• Taxonomy: Hydrocarbon derivatives > Tropones > Tropolones
• IUPAC Name: ethyl 2,4,5-trihydroxy-6-oxobenzo[7]annulene-8-carboxylate
• SMILES (Canonical): CCOC(=O)C1=CC(=O)C(=C2C(=C1)C=C(C=C2O)O)O
• SMILES (Isomeric): CCOC(=O)C1=CC(=O)C(=C2C(=C1)C=C(C=C2O)O)O
• InChI: InChI=1S/C14H12O6/c1-2-20-14(19)8-3-7-4-9(15)6-10(16)12(7)13(18)11(17)5-8/h3-6,15-16H,2H2,1H3,(H,17,18)
• InChI Key: BZZJHHLCJAYLOP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• ethyl 2,4,5-trihydroxy-6-oxobenzo[7]annulene-8-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9587	95.87%
Caco-2	+	0.5736	57.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7511	75.11%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8421	84.21%
P-glycoprotein inhibitior	-	0.8431	84.31%
P-glycoprotein substrate	-	0.9254	92.54%
CYP3A4 substrate	+	0.5268	52.68%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.9493	94.93%
CYP2C9 inhibition	-	0.5736	57.36%
CYP2C19 inhibition	-	0.7508	75.08%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.8344	83.44%
CYP2C8 inhibition	+	0.5709	57.09%
CYP inhibitory promiscuity	-	0.8645	86.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.7066	70.66%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.9342	93.42%
Skin irritation	-	0.6363	63.63%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8485	84.85%
Micronuclear	+	0.6073	60.73%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6925	69.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.8896	88.96%
Aromatase binding	+	0.6994	69.94%
PPAR gamma	+	0.6721	67.21%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9841	98.41%

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	97.70%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.41%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.03%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.94%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.67%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.66%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.82%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.41%	94.73%

Plants that contains it

• Goupia glabra

Cross-Links

• PubChem: 10423557
• LOTUS: LTS0152961
• wikiData: Q104950779