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

Details

• Internal ID: 7be8bf53-3938-46af-963e-e0c1c40af055
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(E,2S,3R,5S)-5-acetyloxy-3-hydroxy-7-[(2S,3S)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]hept-6-en-2-yl] acetate
• SMILES (Canonical): CC(C(CC(C=CC1C(C=CC(=O)O1)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@@H](C[C@@H](/C=C/[C@H]1[C@H](C=CC(=O)O1)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C16H22O8/c1-9(22-10(2)17)14(20)8-12(23-11(3)18)4-6-15-13(19)5-7-16(21)24-15/h4-7,9,12-15,19-20H,8H2,1-3H3/b6-4+/t9-,12+,13-,14+,15-/m0/s1
• InChI Key: ZJUUDZGRQUKRFD-NWWSPDKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8448	84.48%
Caco-2	+	0.5709	57.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6707	67.07%
P-glycoprotein inhibitior	-	0.7134	71.34%
P-glycoprotein substrate	-	0.6892	68.92%
CYP3A4 substrate	+	0.5604	56.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.9002	90.02%
CYP2C9 inhibition	-	0.9752	97.52%
CYP2C19 inhibition	-	0.9513	95.13%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.9730	97.30%
CYP2C8 inhibition	-	0.9062	90.62%
CYP inhibitory promiscuity	-	0.9720	97.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9578	95.78%
Eye irritation	-	0.9622	96.22%
Skin irritation	-	0.6556	65.56%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8170	81.70%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.6414	64.14%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6415	64.15%
Acute Oral Toxicity (c)	III	0.6412	64.12%
Estrogen receptor binding	+	0.5648	56.48%
Androgen receptor binding	-	0.7247	72.47%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	-	0.5705	57.05%
Aromatase binding	-	0.7507	75.07%
PPAR gamma	-	0.6343	63.43%
Honey bee toxicity	-	0.7526	75.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6630	66.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.87%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.66%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.69%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.18%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.98%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101267304
• LOTUS: LTS0273325
• wikiData: Q105378178