methyl 2-[(1R,6S)-1-hydroxy-6-methoxy-4-oxocyclohex-2-en-1-yl]acetate

Details

• Internal ID: f9b0d0d9-8bc7-4c31-9b39-dfc65eafadc2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: methyl 2-[(1R,6S)-1-hydroxy-6-methoxy-4-oxocyclohex-2-en-1-yl]acetate
• SMILES (Canonical): COC1CC(=O)C=CC1(CC(=O)OC)O
• SMILES (Isomeric): CO[C@H]1CC(=O)C=C[C@@]1(CC(=O)OC)O
• InChI: InChI=1S/C10H14O5/c1-14-8-5-7(11)3-4-10(8,13)6-9(12)15-2/h3-4,8,13H,5-6H2,1-2H3/t8-,10-/m0/s1
• InChI Key: VQDHHHMWJHYEMS-WPRPVWTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	+	0.5920	59.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8611	86.11%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9257	92.57%
P-glycoprotein inhibitior	-	0.9593	95.93%
P-glycoprotein substrate	-	0.7826	78.26%
CYP3A4 substrate	+	0.5407	54.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.9641	96.41%
CYP2C19 inhibition	-	0.9371	93.71%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9701	97.01%
CYP2C8 inhibition	-	0.9446	94.46%
CYP inhibitory promiscuity	-	0.9879	98.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8386	83.86%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9612	96.12%
Eye irritation	+	0.5880	58.80%
Skin irritation	-	0.6358	63.58%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4666	46.66%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5857	58.57%
skin sensitisation	-	0.6504	65.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4532	45.32%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	-	0.6724	67.24%
Androgen receptor binding	-	0.7361	73.61%
Thyroid receptor binding	-	0.7588	75.88%
Glucocorticoid receptor binding	-	0.7290	72.90%
Aromatase binding	-	0.9170	91.70%
PPAR gamma	-	0.7133	71.33%
Honey bee toxicity	-	0.9258	92.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9066	90.66%

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	97.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.11%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.97%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	83.01%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.55%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.05%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

• Jacobaea erucifolia subsp. argunensis

Cross-Links

• PubChem: 163062008
• LOTUS: LTS0273916
• wikiData: Q105291186