(2R,3S,4R,5R)-4-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1R,2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal

Details

• Internal ID: 17899976-1e16-47a6-a3fb-1ccf1d7d82cc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: (2R,3S,4R,5R)-4-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1R,2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC(C(CO)O)C(C(C=O)O)O)CO)CO)CO)O)O)NC5C(C(C(C6(C5O6)CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@H](O[C@@H]([C@@H]([C@@H]2O)O)O[C@H]3[C@H](O[C@@H]([C@@H]([C@@H]3O)O)O[C@H]4[C@H](O[C@@H]([C@@H]([C@@H]4O)O)O[C@H]([C@@H](CO)O)[C@H]([C@H](C=O)O)O)CO)CO)CO)O)O)N[C@@H]5[C@@H]([C@H]([C@@H]([C@]6([C@@H]5O6)CO)O)O)O)O
• InChI: InChI=1S/C37H63NO30/c39-1-8(46)16(48)27(9(47)2-40)64-34-24(56)19(51)29(11(4-42)61-34)66-36-26(58)21(53)30(13(6-44)63-36)67-35-25(57)20(52)28(12(5-43)62-35)65-33-23(55)17(49)14(10(3-41)60-33)38-15-18(50)22(54)31(59)37(7-45)32(15)68-37/h1,8-36,38,40-59H,2-7H2/t8-,9+,10+,11+,12+,13+,14-,15+,16-,17-,18-,19-,20-,21-,22+,23+,24+,25+,26+,27+,28-,29-,30-,31-,32+,33+,34+,35+,36+,37-/m0/s1
• InChI Key: LJGLQFIQTMOBAO-AVDZAQLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₃NO₃₀
• Molecular Weight: 1001.90 g/mol
• Exact Mass: 1001.34348959 g/mol
• Topological Polar Surface Area (TPSA): 520.00 Ų
• XlogP: -13.80
• Atomic LogP (AlogP): -14.89
• H-Bond Acceptor: 31
• H-Bond Donor: 21
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9448	94.48%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Lysosomes	0.5416	54.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8705	87.05%
P-glycoprotein inhibitior	+	0.7081	70.81%
P-glycoprotein substrate	-	0.6139	61.39%
CYP3A4 substrate	+	0.6450	64.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8041	80.41%
CYP3A4 inhibition	-	0.9606	96.06%
CYP2C9 inhibition	-	0.9029	90.29%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.8755	87.55%
CYP2C8 inhibition	-	0.6372	63.72%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8595	85.95%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5915	59.15%
Acute Oral Toxicity (c)	III	0.4699	46.99%
Estrogen receptor binding	+	0.7637	76.37%
Androgen receptor binding	+	0.6253	62.53%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5868	58.68%
Aromatase binding	+	0.5727	57.27%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.6828	68.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9207	92.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.75%	96.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.52%	98.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.45%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.06%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.86%	86.92%
CHEMBL4208	P20618	Proteasome component C5	85.75%	90.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.32%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	84.22%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.90%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.65%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.51%	92.32%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.86%	100.00%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.50%	92.67%
CHEMBL2581	P07339	Cathepsin D	80.34%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104881
• LOTUS: LTS0224972
• wikiData: Q105152564