Viticolin A

Details

• Internal ID: 731a8397-bc79-4de5-b841-c674191eac68
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: 5,6-dihydroxy-4-methoxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid
• SMILES (Canonical): COC1=C(C(=CC(=CC1=O)C(=O)O)O)O
• SMILES (Isomeric): COC1=C(C(=CC(=CC1=O)C(=O)O)O)O
• InChI: InChI=1S/C9H8O6/c1-15-8-6(11)3-4(9(13)14)2-5(10)7(8)12/h2-3,10,12H,1H3,(H,13,14)
• InChI Key: YBFBDXOODOEQOV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₆
• Molecular Weight: 212.16 g/mol
• Exact Mass: 212.03208797 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 5,6-dihydroxy-4-methoxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid
• RefChem:194564
• 5,6-Dihydroxy-4-methoxy-3-oxocyclohepta-1,4,6-triene-1-carboxylate
• CHEBI:210103

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.6909	69.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8000	80.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9752	97.52%
P-glycoprotein inhibitior	-	0.9490	94.90%
P-glycoprotein substrate	-	0.9802	98.02%
CYP3A4 substrate	-	0.6618	66.18%
CYP2C9 substrate	-	0.6547	65.47%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.9656	96.56%
CYP2C9 inhibition	-	0.9277	92.77%
CYP2C19 inhibition	-	0.9268	92.68%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.9044	90.44%
CYP2C8 inhibition	-	0.8277	82.77%
CYP inhibitory promiscuity	-	0.9863	98.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7048	70.48%
Carcinogenicity (trinary)	Non-required	0.6624	66.24%
Eye corrosion	-	0.7977	79.77%
Eye irritation	+	0.9447	94.47%
Skin irritation	+	0.5437	54.37%
Skin corrosion	+	0.6514	65.14%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8464	84.64%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8019	80.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6618	66.18%
Acute Oral Toxicity (c)	II	0.4009	40.09%
Estrogen receptor binding	-	0.5933	59.33%
Androgen receptor binding	-	0.5769	57.69%
Thyroid receptor binding	-	0.8113	81.13%
Glucocorticoid receptor binding	-	0.5545	55.45%
Aromatase binding	-	0.6024	60.24%
PPAR gamma	-	0.7564	75.64%
Honey bee toxicity	-	0.9736	97.36%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.8911	89.11%

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	97.74%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.71%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.24%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.68%	99.17%
CHEMBL3194	P02766	Transthyretin	89.21%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.42%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.21%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.16%	99.23%
CHEMBL2535	P11166	Glucose transporter	81.09%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.25%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.02%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51350069
• LOTUS: LTS0020485
• wikiData: Q77519515