(2S,3S,4S,5R,6S)-6-[(2R,3R,4S,5S)-4,5-diacetyloxy-2-[(2R,3R,4R,5R,6S)-5-hydroxy-6-[(2R,3R,4S)-4-hydroxy-2-[(1R)-1-hydroxyethyl]pyrrolidin-3-yl]oxy-2-(hydroxymethyl)-4-methoxyoxan-3-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 40350da7-ecc2-4556-9da4-6aef74f3477d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[(2R,3R,4S,5S)-4,5-diacetyloxy-2-[(2R,3R,4R,5R,6S)-5-hydroxy-6-[(2R,3R,4S)-4-hydroxy-2-[(1R)-1-hydroxyethyl]pyrrolidin-3-yl]oxy-2-(hydroxymethyl)-4-methoxyoxan-3-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(C1C(C(CN1)O)OC2C(C(C(C(O2)CO)OC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)O)O
• SMILES (Isomeric): C[C@H]([C@@H]1[C@H]([C@H](CN1)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@@H]3[C@@H]([C@H]([C@H](CO3)OC(=O)C)OC(=O)C)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)OC)O)O
• InChI: InChI=1S/C28H45NO20/c1-8(31)14-19(11(34)5-29-14)46-27-18(38)22(41-4)20(12(6-30)45-27)47-28-24(21(44-10(3)33)13(7-42-28)43-9(2)32)49-26-17(37)15(35)16(36)23(48-26)25(39)40/h8,11-24,26-31,34-38H,5-7H2,1-4H3,(H,39,40)/t8-,11+,12-,13+,14-,15+,16+,17-,18-,19+,20-,21+,22-,23+,24-,26-,27-,28-/m1/s1
• InChI Key: JGEFYCVFLNZUPI-WIJLQIQXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₅NO₂₀
• Molecular Weight: 715.70 g/mol
• Exact Mass: 715.25349282 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: -7.50
• Atomic LogP (AlogP): -5.94
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9491	94.91%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4759	47.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6294	62.94%
P-glycoprotein inhibitior	-	0.4290	42.90%
P-glycoprotein substrate	-	0.5418	54.18%
CYP3A4 substrate	+	0.6709	67.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.8001	80.01%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.9073	90.73%
CYP2D6 inhibition	-	0.8375	83.75%
CYP1A2 inhibition	-	0.8989	89.89%
CYP2C8 inhibition	-	0.5670	56.70%
CYP inhibitory promiscuity	-	0.8720	87.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5919	59.19%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.8166	81.66%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4711	47.11%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6070	60.70%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9306	93.06%
Acute Oral Toxicity (c)	III	0.6539	65.39%
Estrogen receptor binding	+	0.7104	71.04%
Androgen receptor binding	-	0.5178	51.78%
Thyroid receptor binding	-	0.5604	56.04%
Glucocorticoid receptor binding	+	0.5535	55.35%
Aromatase binding	+	0.5476	54.76%
PPAR gamma	+	0.6388	63.88%
Honey bee toxicity	-	0.6489	64.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.9634	96.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.23%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.74%	95.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.58%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.32%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	86.03%	83.82%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.50%	89.44%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.41%	92.88%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.25%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.46%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.65%	92.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.50%	97.28%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.16%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.58%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.37%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.17%	94.33%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.75%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.73%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.14%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11585716
• LOTUS: LTS0127608
• wikiData: Q105127288