[2-(4,6-Diacetyloxy-1,5-dihydroxyhept-2-enyl)-6-oxo-2,3-dihydropyran-3-yl] acetate

Details

• Internal ID: ecabad27-0af4-402c-a1b0-a67f14853350
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [2-(4,6-diacetyloxy-1,5-dihydroxyhept-2-enyl)-6-oxo-2,3-dihydropyran-3-yl] acetate
• SMILES (Canonical): CC(C(C(C=CC(C1C(C=CC(=O)O1)OC(=O)C)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(C(C(C=CC(C1C(C=CC(=O)O1)OC(=O)C)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C18H24O10/c1-9(25-10(2)19)17(24)14(26-11(3)20)6-5-13(22)18-15(27-12(4)21)7-8-16(23)28-18/h5-9,13-15,17-18,22,24H,1-4H3
• InChI Key: HRTCWLFNWYFKGZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₁₀
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.13694696 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7741	77.41%
Caco-2	-	0.7424	74.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7401	74.01%
P-glycoprotein inhibitior	-	0.5767	57.67%
P-glycoprotein substrate	-	0.7038	70.38%
CYP3A4 substrate	+	0.5489	54.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.9205	92.05%
CYP2C9 inhibition	-	0.9747	97.47%
CYP2C19 inhibition	-	0.9483	94.83%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.9775	97.75%
CYP2C8 inhibition	-	0.8475	84.75%
CYP inhibitory promiscuity	-	0.9442	94.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8443	84.43%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9020	90.20%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.6155	61.55%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7294	72.94%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5515	55.15%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5188	51.88%
Estrogen receptor binding	+	0.7324	73.24%
Androgen receptor binding	-	0.7748	77.48%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.6727	67.27%
Aromatase binding	-	0.5876	58.76%
PPAR gamma	-	0.5475	54.75%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7415	74.15%

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	94.79%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.71%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.35%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.77%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.88%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.10%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

• Syncolostemon argenteus

Cross-Links

• PubChem: 162888878
• LOTUS: LTS0052005
• wikiData: Q105032831