L-malate

Details

• Internal ID: d594c127-1ab9-4faf-958e-488e28ea5855
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: (2S)-2-hydroxybutanedioate
• SMILES (Canonical): C(C(C(=O)[O-])O)C(=O)[O-]
• SMILES (Isomeric): C([C@@H](C(=O)[O-])O)C(=O)[O-]
• InChI: InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1
• InChI Key: BJEPYKJPYRNKOW-REOHCLBHSA-L
• Popularity: 64 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₄O₅-₂
• Molecular Weight: 132.07 g/mol
• Exact Mass: 132.00587322 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.76
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• (2S)-2-hydroxybutanedioate
• (S)-malate(2-)
• (S)-malate
• L-Hydroxysuccinic acid
• L-Hydroxybutanedioic acid
• CHEMBL493556
• (S)-2-Hydroxysuccinate
• (2S)-2-oxidanylbutanedioate
• CHEBI:15589
• BJEPYKJPYRNKOW-REOHCLBHSA-L
• BDBM50257204
• A836370
• Q27098126

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6389	63.89%
Caco-2	-	0.9584	95.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7873	78.73%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9789	97.89%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9820	98.20%
CYP3A4 substrate	-	0.7372	73.72%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9612	96.12%
CYP2C9 inhibition	-	0.9668	96.68%
CYP2C19 inhibition	-	0.9605	96.05%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.9393	93.93%
CYP2C8 inhibition	-	0.9919	99.19%
CYP inhibitory promiscuity	-	0.9921	99.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5746	57.46%
Carcinogenicity (trinary)	Non-required	0.7454	74.54%
Eye corrosion	+	0.9702	97.02%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.6820	68.20%
Skin corrosion	-	0.5199	51.99%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8293	82.93%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5555	55.55%
Acute Oral Toxicity (c)	III	0.7426	74.26%
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	-	0.8779	87.79%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.8285	82.85%

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	92.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.28%	99.17%

Plants that contains it

• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum

Cross-Links

• PubChem: 5459792
• NPASS: NPC20286