3-Hydroxy-3-methylpentanedioate

Details

• Internal ID: 603393fd-92b3-446f-b6f7-1ed2feb7dc68
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: 3-hydroxy-3-methylpentanedioate
• SMILES (Canonical): CC(CC(=O)[O-])(CC(=O)[O-])O
• SMILES (Isomeric): CC(CC(=O)[O-])(CC(=O)[O-])O
• InChI: InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)/p-2
• InChI Key: NPOAOTPXWNWTSH-UHFFFAOYSA-L
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈O₅-₂
• Molecular Weight: 160.12 g/mol
• Exact Mass: 160.03717335 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 3-hydroxy-3-methylglutarate(2-)
• (S)-Meglutol
• (S)-3-Hydroxy-3-methylglutaric acid
• CHEBI:17325
• (S)-3-Hydroxy-3-methylglutarate
• Q27102320

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7410	74.10%
Caco-2	+	0.7535	75.35%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7976	79.76%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9720	97.20%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.9845	98.45%
CYP3A4 substrate	-	0.6872	68.72%
CYP2C9 substrate	-	0.5743	57.43%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.9282	92.82%
CYP2C9 inhibition	-	0.9460	94.60%
CYP2C19 inhibition	-	0.9352	93.52%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.9224	92.24%
CYP2C8 inhibition	-	0.9894	98.94%
CYP inhibitory promiscuity	-	0.9932	99.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5046	50.46%
Carcinogenicity (trinary)	Non-required	0.6796	67.96%
Eye corrosion	+	0.8051	80.51%
Eye irritation	+	0.9763	97.63%
Skin irritation	+	0.6652	66.52%
Skin corrosion	+	0.6977	69.77%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7751	77.51%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.4946	49.46%
Acute Oral Toxicity (c)	III	0.8898	88.98%
Estrogen receptor binding	-	0.9617	96.17%
Androgen receptor binding	-	0.9219	92.19%
Thyroid receptor binding	-	0.8586	85.86%
Glucocorticoid receptor binding	-	0.8811	88.11%
Aromatase binding	-	0.8609	86.09%
PPAR gamma	-	0.9024	90.24%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.6202	62.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.61%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.29%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.77%	83.82%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 5459993
• NPASS: NPC295443