Methylparaconic acid

Details

• Internal ID: ef725d31-b5f5-4502-a211-25fd356ef62c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,4R)-4-methyl-5-oxooxolane-3-carboxylic acid
• SMILES (Canonical): CC1C(COC1=O)C(=O)O
• SMILES (Isomeric): C[C@@H]1[C@H](COC1=O)C(=O)O
• InChI: InChI=1S/C6H8O4/c1-3-4(5(7)8)2-10-6(3)9/h3-4H,2H2,1H3,(H,7,8)/t3-,4+/m1/s1
• InChI Key: WXUISPWOIMGQAO-DMTCNVIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.12 g/mol
• Exact Mass: 144.04225873 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6484	64.84%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9585	95.85%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9510	95.10%
P-glycoprotein inhibitior	-	0.9796	97.96%
P-glycoprotein substrate	-	0.9627	96.27%
CYP3A4 substrate	-	0.7040	70.40%
CYP2C9 substrate	+	0.8046	80.46%
CYP2D6 substrate	-	0.9009	90.09%
CYP3A4 inhibition	-	0.9783	97.83%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.9510	95.10%
CYP2D6 inhibition	-	0.9682	96.82%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	-	0.9927	99.27%
CYP inhibitory promiscuity	-	0.9911	99.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.7208	72.08%
Eye irritation	+	0.9154	91.54%
Skin irritation	+	0.5457	54.57%
Skin corrosion	-	0.6557	65.57%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8391	83.91%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9063	90.63%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5247	52.47%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	-	0.6919	69.19%
Androgen receptor binding	-	0.6723	67.23%
Thyroid receptor binding	-	0.9046	90.46%
Glucocorticoid receptor binding	-	0.8210	82.10%
Aromatase binding	-	0.8785	87.85%
PPAR gamma	-	0.8538	85.38%
Honey bee toxicity	-	0.9741	97.41%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8490	84.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.62%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.00%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.86%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%

Plants that contains it

• Clibadium microcephalum
• Globularia nudicaulis
• Helianthus pumilus
• Leucas aspera
• Stemona parviflora

Cross-Links

• PubChem: 6951610
• NPASS: NPC153055