[(E,2S,3R,5S)-3,5-diacetyloxy-7-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-6-en-2-yl] acetate

Details

• Internal ID: 1657fd79-ccca-4d92-a043-0483f3634e5d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(E,2S,3R,5S)-3,5-diacetyloxy-7-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-6-en-2-yl] acetate
• InChI: InChI=1S/C18H24O8/c1-11(23-12(2)19)17(25-14(4)21)10-16(24-13(3)20)9-8-15-6-5-7-18(22)26-15/h5,7-9,11,15-17H,6,10H2,1-4H3/b9-8+/t11-,15+,16+,17+/m0/s1
• InChI Key: GDOLPJAUNWCIIU-FTNCYZKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₈
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.14711772 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9468	94.68%
Caco-2	+	0.5667	56.67%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9016	90.16%
P-glycoprotein inhibitior	+	0.7000	70.00%
P-glycoprotein substrate	-	0.6418	64.18%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.9645	96.45%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	-	0.8938	89.38%
CYP inhibitory promiscuity	-	0.8816	88.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8146	81.46%
Carcinogenicity (trinary)	Non-required	0.6593	65.93%
Eye corrosion	-	0.8442	84.42%
Eye irritation	-	0.9473	94.73%
Skin irritation	-	0.6721	67.21%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6830	68.30%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5142	51.42%
Acute Oral Toxicity (c)	III	0.6550	65.50%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	-	0.7128	71.28%
Thyroid receptor binding	-	0.5348	53.48%
Glucocorticoid receptor binding	+	0.5796	57.96%
Aromatase binding	-	0.6781	67.81%
PPAR gamma	-	0.5865	58.65%
Honey bee toxicity	-	0.8409	84.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6899	68.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.40%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.46%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.47%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.72%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.08%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101228910
• LOTUS: LTS0081090
• wikiData: Q104402200