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

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Internal ID	876b2862-4983-403d-97ba-460c0a30c4b2
Taxonomy	Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name	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)
InChI Key	BJEPYKJPYRNKOW-UHFFFAOYSA-N
Popularity	18,238 references in papers

Physical and Chemical Properties

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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

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DL-malic acid

6915-15-7

2-Hydroxybutanedioic acid

2-Hydroxysuccinic acid

617-48-1

malate

hydroxysuccinic acid

Butanedioic acid, hydroxy-

Kyselina jablecna

hydroxybutanedioic acid

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

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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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

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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

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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.

Eupatorium cannabinum