Isobutylmalic acid

Details

• Internal ID: 20712a24-f2d1-4f99-979b-68e06124cb31
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: 2-hydroxy-2-(2-methylpropyl)butanedioic acid
• SMILES (Canonical): CC(C)CC(CC(=O)O)(C(=O)O)O
• SMILES (Isomeric): CC(C)CC(CC(=O)O)(C(=O)O)O
• InChI: InChI=1S/C8H14O5/c1-5(2)3-8(13,7(11)12)4-6(9)10/h5,13H,3-4H2,1-2H3,(H,9,10)(H,11,12)
• InChI Key: AOJRRQNPQBDATA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.19 g/mol
• Exact Mass: 190.08412354 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 2-hydroxy-2-(2-methylpropyl)butanedioic acid
• SCHEMBL2935505
• EN300-1131406
• 60924-65-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4711	47.11%
Caco-2	-	0.6560	65.60%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7161	71.61%
OATP2B1 inhibitior	-	0.8432	84.32%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9530	95.30%
P-glycoprotein inhibitior	-	0.9772	97.72%
P-glycoprotein substrate	-	0.9506	95.06%
CYP3A4 substrate	-	0.7087	70.87%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.9056	90.56%
CYP2C8 inhibition	-	0.9916	99.16%
CYP inhibitory promiscuity	-	0.9836	98.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.7087	70.87%
Eye corrosion	-	0.9058	90.58%
Eye irritation	+	0.7898	78.98%
Skin irritation	-	0.6318	63.18%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6816	68.16%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.7704	77.04%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7311	73.11%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.7567	75.67%
Estrogen receptor binding	-	0.8294	82.94%
Androgen receptor binding	-	0.8270	82.70%
Thyroid receptor binding	-	0.7559	75.59%
Glucocorticoid receptor binding	-	0.8117	81.17%
Aromatase binding	-	0.8908	89.08%
PPAR gamma	-	0.7994	79.94%
Honey bee toxicity	-	0.9672	96.72%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9160	91.60%
Fish aquatic toxicity	-	0.4312	43.12%

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	97.03%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.36%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.43%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.42%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.26%	99.17%

Plants that contains it

• Dactylorhiza hatagirea

Cross-Links

• PubChem: 20563475
• LOTUS: LTS0026169
• wikiData: Q104915735