2-[(4S)-4-hydroxy-3,6-dioxodioxan-4-yl]acetic acid

Details

• Internal ID: 862b66b9-37fc-426f-b8c6-3e5653d67da4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 2-[(4S)-4-hydroxy-3,6-dioxodioxan-4-yl]acetic acid
• SMILES (Canonical): C1C(=O)OOC(=O)C1(CC(=O)O)O
• SMILES (Isomeric): C1C(=O)OOC(=O)[C@@]1(CC(=O)O)O
• InChI: InChI=1S/C6H6O7/c7-3(8)1-6(11)2-4(9)12-13-5(6)10/h11H,1-2H2,(H,7,8)/t6-/m0/s1
• InChI Key: WCPDBYPYIAOHBP-LURJTMIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₆O₇
• Molecular Weight: 190.11 g/mol
• Exact Mass: 190.01135253 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8172	81.72%
Caco-2	-	0.6300	63.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6725	67.25%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9841	98.41%
P-glycoprotein inhibitior	-	0.9760	97.60%
P-glycoprotein substrate	-	0.9770	97.70%
CYP3A4 substrate	-	0.6567	65.67%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.9367	93.67%
CYP2C19 inhibition	-	0.9502	95.02%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.9754	97.54%
CYP2C8 inhibition	-	0.9759	97.59%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9488	94.88%
Eye irritation	+	0.9143	91.43%
Skin irritation	-	0.6700	67.00%
Skin corrosion	-	0.7997	79.97%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7759	77.59%
Micronuclear	+	0.5618	56.18%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8455	84.55%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6476	64.76%
Acute Oral Toxicity (c)	III	0.6438	64.38%
Estrogen receptor binding	-	0.8637	86.37%
Androgen receptor binding	-	0.7374	73.74%
Thyroid receptor binding	-	0.8390	83.90%
Glucocorticoid receptor binding	-	0.8228	82.28%
Aromatase binding	-	0.6668	66.68%
PPAR gamma	-	0.7310	73.10%
Honey bee toxicity	-	0.9249	92.49%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.8412	84.12%

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	89.45%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.92%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.70%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.51%	95.56%

Plants that contains it

• Chaenomeles sinensis
• Fagopyrum esculentum
• Malus pumila
• Portulaca oleracea
• Prunus mume
• Pyrus communis
• Reynoutria japonica

Cross-Links

• PubChem: 54759166
• NPASS: NPC1042