methyl (3R,4R,5Z)-5-ethylidene-4-(2-methoxy-2-oxoethyl)-6-oxooxane-3-carboxylate

Details

• Internal ID: 1c9fd679-7985-4615-b0fc-59802271e2ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl (3R,4R,5Z)-5-ethylidene-4-(2-methoxy-2-oxoethyl)-6-oxooxane-3-carboxylate
• SMILES (Canonical): CC=C1C(C(COC1=O)C(=O)OC)CC(=O)OC
• SMILES (Isomeric): C/C=C\1/[C@@H]([C@H](COC1=O)C(=O)OC)CC(=O)OC
• InChI: InChI=1S/C12H16O6/c1-4-7-8(5-10(13)16-2)9(11(14)17-3)6-18-12(7)15/h4,8-9H,5-6H2,1-3H3/b7-4-/t8-,9-/m0/s1
• InChI Key: SKLFBVDVHXYCOT-LSRCEVBISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.09468823 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	+	0.7395	73.95%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7894	78.94%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7830	78.30%
P-glycoprotein inhibitior	-	0.9300	93.00%
P-glycoprotein substrate	-	0.7645	76.45%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.9143	91.43%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.7471	74.71%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.7285	72.85%
CYP2C8 inhibition	-	0.7907	79.07%
CYP inhibitory promiscuity	-	0.8176	81.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8441	84.41%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9401	94.01%
Eye irritation	+	0.5984	59.84%
Skin irritation	-	0.7058	70.58%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5101	51.01%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.8154	81.54%
Acute Oral Toxicity (c)	III	0.5852	58.52%
Estrogen receptor binding	-	0.5811	58.11%
Androgen receptor binding	+	0.5804	58.04%
Thyroid receptor binding	-	0.7959	79.59%
Glucocorticoid receptor binding	-	0.7056	70.56%
Aromatase binding	-	0.7757	77.57%
PPAR gamma	-	0.7663	76.63%
Honey bee toxicity	-	0.8830	88.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	92.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.49%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.32%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.91%	94.45%

Plants that contains it

• Acicarpha tribuloides

Cross-Links

• PubChem: 162903426
• LOTUS: LTS0006011
• wikiData: Q105254896