[2-[3-(3,4-Diacetyloxypent-1-enyl)oxiran-2-yl]-6-oxo-2,3-dihydropyran-3-yl] acetate

Details

• Internal ID: 7bf6ab6a-582b-47b2-b6f5-d481de587aff
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [2-[3-(3,4-diacetyloxypent-1-enyl)oxiran-2-yl]-6-oxo-2,3-dihydropyran-3-yl] acetate
• SMILES (Canonical): CC(C(C=CC1C(O1)C2C(C=CC(=O)O2)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C(C=CC1C(O1)C2C(C=CC(=O)O2)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C18H22O9/c1-9(23-10(2)19)13(24-11(3)20)5-6-15-17(26-15)18-14(25-12(4)21)7-8-16(22)27-18/h5-9,13-15,17-18H,1-4H3
• InChI Key: WSMOXQBLJXEQNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₉
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.12638228 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9328	93.28%
Caco-2	-	0.5942	59.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7806	78.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7186	71.86%
P-glycoprotein inhibitior	+	0.5888	58.88%
P-glycoprotein substrate	-	0.7669	76.69%
CYP3A4 substrate	+	0.5566	55.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9041	90.41%
CYP3A4 inhibition	-	0.8205	82.05%
CYP2C9 inhibition	-	0.9562	95.62%
CYP2C19 inhibition	-	0.8227	82.27%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9173	91.73%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.8052	80.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.4782	47.82%
Eye corrosion	-	0.9252	92.52%
Eye irritation	-	0.8674	86.74%
Skin irritation	-	0.6635	66.35%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4765	47.65%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6598	65.98%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5676	56.76%
Acute Oral Toxicity (c)	III	0.5566	55.66%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	-	0.7550	75.50%
Thyroid receptor binding	-	0.5054	50.54%
Glucocorticoid receptor binding	+	0.5551	55.51%
Aromatase binding	-	0.5336	53.36%
PPAR gamma	-	0.5377	53.77%
Honey bee toxicity	-	0.6670	66.70%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8103	81.03%

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	91.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.27%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.43%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.00%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.50%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.26%	93.56%

Plants that contains it

• Hyptis capitata
• Isodon ternifolius

Cross-Links

• PubChem: 433419
• LOTUS: LTS0253780
• wikiData: Q105311965