Methyl 2-(2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl)acetate

Details

• Internal ID: e0231669-7a67-41cc-a71f-9ed3613c8d60
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: methyl 2-(2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl)acetate
• SMILES (Canonical): COC1CC(=O)C2C(C1(CC(=O)OC)O)O2
• SMILES (Isomeric): COC1CC(=O)C2C(C1(CC(=O)OC)O)O2
• InChI: InChI=1S/C10H14O6/c1-14-6-3-5(11)8-9(16-8)10(6,13)4-7(12)15-2/h6,8-9,13H,3-4H2,1-2H3
• InChI Key: AOJDAZKPGYADTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₆
• Molecular Weight: 230.21 g/mol
• Exact Mass: 230.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 6
• 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	+	0.9260	92.60%
Caco-2	-	0.6026	60.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6433	64.33%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9064	90.64%
P-glycoprotein inhibitior	-	0.8712	87.12%
P-glycoprotein substrate	-	0.8478	84.78%
CYP3A4 substrate	+	0.5527	55.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.7138	71.38%
CYP2C9 inhibition	-	0.9234	92.34%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.9406	94.06%
CYP2C8 inhibition	-	0.8951	89.51%
CYP inhibitory promiscuity	-	0.9916	99.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9315	93.15%
Carcinogenicity (trinary)	Non-required	0.6736	67.36%
Eye corrosion	-	0.9665	96.65%
Eye irritation	-	0.7288	72.88%
Skin irritation	-	0.6677	66.77%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5391	53.91%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.7725	77.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6678	66.78%
Acute Oral Toxicity (c)	III	0.4964	49.64%
Estrogen receptor binding	+	0.5768	57.68%
Androgen receptor binding	-	0.5862	58.62%
Thyroid receptor binding	-	0.6637	66.37%
Glucocorticoid receptor binding	-	0.8141	81.41%
Aromatase binding	-	0.9009	90.09%
PPAR gamma	-	0.6937	69.37%
Honey bee toxicity	-	0.9187	91.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7017	70.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.15%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.91%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.53%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	86.85%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	86.29%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.05%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.14%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.01%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.29%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.10%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.74%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.49%	94.00%

Plants that contains it

• Jacobaea erucifolia subsp. argunensis

Cross-Links

• PubChem: 163038601
• LOTUS: LTS0094874
• wikiData: Q104915721