[3,4,5-Triacetyloxy-6-[[5-acetyloxy-7-(acetyloxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: c3971523-a1d5-465c-8f97-86063a9d6d38
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [3,4,5-triacetyloxy-6-[[5-acetyloxy-7-(acetyloxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C3C(C=CO2)C(C=C3COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2C3C(C=CO2)C(C=C3COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C27H34O15/c1-12(28)35-10-18-9-20(37-14(3)30)19-7-8-34-26(22(18)19)42-27-25(40-17(6)33)24(39-16(5)32)23(38-15(4)31)21(41-27)11-36-13(2)29/h7-9,19-27H,10-11H2,1-6H3
• InChI Key: QDMIKXRCDANJJI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₅
• Molecular Weight: 598.50 g/mol
• Exact Mass: 598.18977037 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 15
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	-	0.7712	77.12%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7221	72.21%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9613	96.13%
P-glycoprotein inhibitior	+	0.8834	88.34%
P-glycoprotein substrate	-	0.8287	82.87%
CYP3A4 substrate	+	0.6370	63.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.8218	82.18%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.7767	77.67%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	-	0.7371	73.71%
CYP2C8 inhibition	-	0.5902	59.02%
CYP inhibitory promiscuity	-	0.5234	52.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.7016	70.16%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7238	72.38%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7162	71.62%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6898	68.98%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	+	0.7719	77.19%
Androgen receptor binding	-	0.4858	48.58%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.7535	75.35%
Aromatase binding	+	0.5345	53.45%
PPAR gamma	+	0.6078	60.78%
Honey bee toxicity	-	0.7762	77.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5505	55.05%
Fish aquatic toxicity	+	0.9016	90.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.04%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	84.90%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.51%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.30%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.77%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.63%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3699157
• LOTUS: LTS0142694
• wikiData: Q105218872