L-Malic Acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	0a31c581-9687-4c61-9939-c17b191f5e47
Taxonomy	Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name	(2S)-2-hydroxybutanedioic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChI Key	BJEPYKJPYRNKOW-REOHCLBHSA-N
Popularity	1,854 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₄H₆O₅
Molecular Weight	134.09 g/mol
Exact Mass	134.02152329 g/mol
Topological Polar Surface Area (TPSA)	94.80 Å²
XlogP	-1.30
Atomic LogP (AlogP)	-1.09
H-Bond Acceptor	3
H-Bond Donor	3
Rotatable Bonds	3

Synonyms

Top

(2S)-2-Hydroxybutanedioic acid

(-)-Malic acid

(-)-Hydroxysuccinic acid

S-(-)-Malic acid

Malic acid, L-

Malic acid L-(-)-form

Hydroxysuccinnic acid (-)

Hydroxybutanedioic acid, (S)-

J3TZF807X5

NSC9232

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5822	58.22%
Caco-2	-	0.9584	95.84%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6921	69.21%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9789	97.89%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9914	99.14%
CYP3A4 substrate	-	0.7875	78.75%
CYP2C9 substrate	+	0.5992	59.92%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.9066	90.66%
CYP2C9 inhibition	-	0.9691	96.91%
CYP2C19 inhibition	-	0.9716	97.16%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.9521	95.21%
CYP2C8 inhibition	-	0.9956	99.56%
CYP inhibitory promiscuity	-	0.9934	99.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7830	78.30%
Carcinogenicity (trinary)	Non-required	0.7593	75.93%
Eye corrosion	-	0.7563	75.63%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.6209	62.09%
Skin corrosion	-	0.8853	88.53%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8293	82.93%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.5751	57.51%
Acute Oral Toxicity (c)	III	0.8028	80.28%
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	-	0.9330	93.30%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.7957	79.57%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	88.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.45%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.44%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.27%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.00%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.12%	97.21%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum seravschanicum

Acorus calamus

Adansonia grandidieri

Alkekengi officinarum