(3S)-2-hydroxy-3-oxalooxycyclohexa-1,5-diene-1-carboxylic acid

Details

• Internal ID: 5f524837-a9a9-48b8-891a-61efe7eac615
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (3S)-2-hydroxy-3-oxalooxycyclohexa-1,5-diene-1-carboxylic acid
• SMILES (Canonical): C1C=CC(=C(C1OC(=O)C(=O)O)O)C(=O)O
• SMILES (Isomeric): C1C=CC(=C([C@H]1OC(=O)C(=O)O)O)C(=O)O
• InChI: InChI=1S/C9H8O7/c10-6-4(7(11)12)2-1-3-5(6)16-9(15)8(13)14/h1-2,5,10H,3H2,(H,11,12)(H,13,14)/t5-/m0/s1
• InChI Key: YPCJAJNWGKHVRO-YFKPBYRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₇
• Molecular Weight: 228.16 g/mol
• Exact Mass: 228.02700259 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8693	86.93%
Caco-2	-	0.9230	92.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.9735	97.35%
P-glycoprotein inhibitior	-	0.9743	97.43%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.6040	60.40%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.9663	96.63%
CYP2C9 inhibition	-	0.8917	89.17%
CYP2C19 inhibition	-	0.9040	90.40%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.9399	93.99%
CYP2C8 inhibition	-	0.8965	89.65%
CYP inhibitory promiscuity	-	0.9399	93.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8447	84.47%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9426	94.26%
Eye irritation	+	0.8847	88.47%
Skin irritation	-	0.5499	54.99%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8295	82.95%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	-	0.5461	54.61%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5994	59.94%
Acute Oral Toxicity (c)	IV	0.5672	56.72%
Estrogen receptor binding	-	0.7593	75.93%
Androgen receptor binding	-	0.7840	78.40%
Thyroid receptor binding	-	0.7915	79.15%
Glucocorticoid receptor binding	-	0.7412	74.12%
Aromatase binding	-	0.8941	89.41%
PPAR gamma	-	0.6211	62.11%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.8500	85.00%

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	89.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.72%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.41%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.20%	90.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.08%	94.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.03%	94.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.23%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.46%	97.53%
CHEMBL2581	P07339	Cathepsin D	81.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 154496778
• LOTUS: LTS0032474
• wikiData: Q105351634