Sodium 3-carboxy-2-hydroxypropanoate

Details

• Internal ID: a5e060d8-0493-422e-a06f-849f1dc443db
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: sodium;2,4-dihydroxy-4-oxobutanoate
• SMILES (Canonical): C(C(C(=O)[O-])O)C(=O)O.[Na+]
• SMILES (Isomeric): C(C(C(=O)[O-])O)C(=O)O.[Na+]
• InChI: InChI=1S/C4H6O5.Na/c5-2(4(8)9)1-3(6)7;/h2,5H,1H2,(H,6,7)(H,8,9);/q;+1/p-1
• InChI Key: DOJOZCIMYABYPO-UHFFFAOYSA-M
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₅NaO₅
• Molecular Weight: 156.07 g/mol
• Exact Mass: 156.00346754 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -5.42
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Sodium 3-carboxy-2-hydroxypropanoate
• sodium;2,4-dihydroxy-4-oxobutanoate
• L-(-)-Malic acid sodium salt
• 57467-17-1
• 68303-40-2
• SCHEMBL516358
• MFCD00798569

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6667	66.67%
Caco-2	-	0.9584	95.84%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6382	63.82%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9557	95.57%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9789	97.89%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9799	97.99%
CYP3A4 substrate	-	0.7483	74.83%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.9096	90.96%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.9132	91.32%
CYP2C8 inhibition	-	0.9895	98.95%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7020	70.20%
Carcinogenicity (trinary)	Non-required	0.7536	75.36%
Eye corrosion	-	0.7119	71.19%
Eye irritation	+	0.9629	96.29%
Skin irritation	-	0.5620	56.20%
Skin corrosion	-	0.8211	82.11%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8293	82.93%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.9140	91.40%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4781	47.81%
Acute Oral Toxicity (c)	III	0.8019	80.19%
Estrogen receptor binding	-	0.9037	90.37%
Androgen receptor binding	-	0.8133	81.33%
Thyroid receptor binding	-	0.8670	86.70%
Glucocorticoid receptor binding	-	0.7970	79.70%
Aromatase binding	-	0.8803	88.03%
PPAR gamma	-	0.7575	75.75%
Honey bee toxicity	-	0.9127	91.27%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	-	0.8292	82.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.97%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.44%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.46%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.86%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	80.80%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.66%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.55%	85.14%

Plants that contains it

• Punica granatum

Cross-Links

• PubChem: 23681190
• NPASS: NPC69289