methyl (1S,2R,3Z,5E)-5-methoxy-2-methyl-7-oxocycloocta-3,5-diene-1-carboxylate

Details

• Internal ID: e3f6e76f-0636-4770-922e-406a07f1a036
• Taxonomy: Organic acids and derivatives > Vinylogous esters
• IUPAC Name: methyl (1S,2R,3Z,5E)-5-methoxy-2-methyl-7-oxocycloocta-3,5-diene-1-carboxylate
• SMILES (Canonical): CC1C=CC(=CC(=O)CC1C(=O)OC)OC
• SMILES (Isomeric): C[C@@H]1/C=C\C(=C/C(=O)C[C@@H]1C(=O)OC)\OC
• InChI: InChI=1S/C12H16O4/c1-8-4-5-10(15-2)6-9(13)7-11(8)12(14)16-3/h4-6,8,11H,7H2,1-3H3/b5-4-,10-6+/t8-,11+/m1/s1
• InChI Key: JJFGPKSBGIFXSO-TZKSXPQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7417	74.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7203	72.03%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8402	84.02%
P-glycoprotein inhibitior	-	0.9561	95.61%
P-glycoprotein substrate	-	0.7458	74.58%
CYP3A4 substrate	-	0.5081	50.81%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.9615	96.15%
CYP2C19 inhibition	-	0.9225	92.25%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	-	0.9659	96.59%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7133	71.33%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.8896	88.96%
Eye irritation	+	0.5815	58.15%
Skin irritation	-	0.7621	76.21%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5397	53.97%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	-	0.7689	76.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.4053	40.53%
Estrogen receptor binding	-	0.5980	59.80%
Androgen receptor binding	-	0.5339	53.39%
Thyroid receptor binding	-	0.8242	82.42%
Glucocorticoid receptor binding	-	0.6288	62.88%
Aromatase binding	-	0.7779	77.79%
PPAR gamma	-	0.8544	85.44%
Honey bee toxicity	-	0.8973	89.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8990	89.90%

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	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.08%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.53%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.80%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.91%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.32%	97.25%
CHEMBL2535	P11166	Glucose transporter	80.94%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.32%	94.33%

Plants that contains it

• Erigeron philadelphicus

Cross-Links

• PubChem: 101248510
• LOTUS: LTS0047655
• wikiData: Q105129621