[(2S,3S)-6-oxo-2-[(Z,3S,4S,6R)-3,4,6-triacetyloxyhept-1-enyl]-2,3-dihydropyran-3-yl] acetate

Details

• Internal ID: a0e4df2a-ee5c-4b88-a337-4103064a8579
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(2S,3S)-6-oxo-2-[(Z,3S,4S,6R)-3,4,6-triacetyloxyhept-1-enyl]-2,3-dihydropyran-3-yl] acetate
• InChI: InChI=1S/C20H26O10/c1-11(26-12(2)21)10-19(29-15(5)24)18(28-14(4)23)7-6-17-16(27-13(3)22)8-9-20(25)30-17/h6-9,11,16-19H,10H2,1-5H3/b7-6-/t11-,16+,17+,18+,19+/m1/s1
• InChI Key: GSUCEWKOLHTXCR-DCMZFBGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₁₀
• Molecular Weight: 426.40 g/mol
• Exact Mass: 426.15259702 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9048	90.48%
Caco-2	-	0.5959	59.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8361	83.61%
P-glycoprotein inhibitior	+	0.7572	75.72%
P-glycoprotein substrate	-	0.6846	68.46%
CYP3A4 substrate	+	0.5825	58.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.8522	85.22%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	-	0.8204	82.04%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	-	0.8237	82.37%
CYP inhibitory promiscuity	-	0.8644	86.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.5911	59.11%
Eye corrosion	-	0.9023	90.23%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3950	39.50%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.7499	74.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.4777	47.77%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	-	0.7130	71.30%
Thyroid receptor binding	+	0.5497	54.97%
Glucocorticoid receptor binding	+	0.6878	68.78%
Aromatase binding	-	0.5526	55.26%
PPAR gamma	-	0.5341	53.41%
Honey bee toxicity	-	0.6099	60.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8083	80.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.79%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.25%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.28%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.82%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.44%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.32%	89.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.62%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.49%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163059530
• LOTUS: LTS0193465
• wikiData: Q105017775