6-Methylcurvulinic Acid

Details

• Internal ID: 454625ff-90db-4415-bf61-9ce81f495670
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-(2-acetyl-3,5-dihydroxy-4-methylphenyl)acetic acid
• SMILES (Canonical): CC1=C(C=C(C(=C1O)C(=O)C)CC(=O)O)O
• SMILES (Isomeric): CC1=C(C=C(C(=C1O)C(=O)C)CC(=O)O)O
• InChI: InChI=1S/C11H12O5/c1-5-8(13)3-7(4-9(14)15)10(6(2)12)11(5)16/h3,13,16H,4H2,1-2H3,(H,14,15)
• InChI Key: RLDOSQILCSICAK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL2385864

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8572	85.72%
Caco-2	+	0.7815	78.15%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9473	94.73%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.9441	94.41%
CYP3A4 substrate	-	0.6567	65.67%
CYP2C9 substrate	+	0.5701	57.01%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.6510	65.10%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.8951	89.51%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	-	0.9437	94.37%
CYP2C8 inhibition	-	0.8990	89.90%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7922	79.22%
Carcinogenicity (trinary)	Non-required	0.8018	80.18%
Eye corrosion	-	0.9530	95.30%
Eye irritation	+	0.8962	89.62%
Skin irritation	-	0.6027	60.27%
Skin corrosion	-	0.8141	81.41%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7360	73.60%
Micronuclear	+	0.5077	50.77%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5741	57.41%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8185	81.85%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	-	0.6502	65.02%
Androgen receptor binding	-	0.5893	58.93%
Thyroid receptor binding	-	0.8500	85.00%
Glucocorticoid receptor binding	-	0.5526	55.26%
Aromatase binding	-	0.7885	78.85%
PPAR gamma	-	0.7005	70.05%
Honey bee toxicity	-	0.9732	97.32%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9182	91.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.89%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.05%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.93%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.63%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.20%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71725224
• LOTUS: LTS0120597
• wikiData: Q77569813