Nystose

Details

• Internal ID: 6f3bd506-29cc-4d1c-b713-892551f26570
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)COC3(C(C(C(O3)CO)O)O)COC4(C(C(C(O4)CO)O)O)CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO[C@]4([C@H]([C@@H]([C@H](O4)CO)O)O)CO)O)O)O)O
• InChI: InChI=1S/C24H42O21/c25-1-8-12(30)16(34)17(35)21(41-8)45-24(20(38)15(33)11(4-28)44-24)7-40-23(19(37)14(32)10(3-27)43-23)6-39-22(5-29)18(36)13(31)9(2-26)42-22/h8-21,25-38H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18+,19+,20+,21-,22-,23-,24+/m1/s1
• InChI Key: FLDFNEBHEXLZRX-DLQNOBSRSA-N
• Popularity: 395 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂O₂₁
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.22185834 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -7.40
• Atomic LogP (AlogP): -9.74
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

• 13133-07-8
• Fungitetraose
• Nistose
• 1,1-kestotetraose
• U0MS6Z5RBK
• (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• J409.497B
• alpha-D-Glucopyranoside, O-beta-D-fructofuranosyl-(2-1)-O-beta-D-fructofuranosyl-(2-1)-beta-D-fructofuranosyl
• (2R,3R,4S,5S,6R)-2-((2S,3S,4S,5R)-2-(((2R,3S,4S,5R)-2-(((2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl)oxymethyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)oxymethyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• RefChem:928003
• GlyTouCan:G60726JL
• G60726JL
• Nystose trihydrate
• MFCD00191672
• (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• alpha-D-Glucopyranoside, O-beta-D-fructofuranosyl-(2-->1)-O-beta-D-fructofuranosyl-(2-->1)-beta-D-fructofuranosyl
• UNII-U0MS6Z5RBK
• Nystose, analytical standard
• GF-3
• orb1302311
• SCHEMBL1784416
• DTXSID20927164
• MSK3234
• CHEBI:193929
• FLDFNEBHEXLZRX-DLQNOBSRSA-N
• HY-N1499
• s9060
• STL564353
• AKOS027250832
• AKOS030488649
• O-beta-D-Fru(2-1)-O-beta-D-fru-(2-1)-O-beta-D-fru-(2-1)-alpha-D-glc
• O-Fructofuranosyl-2-1-O-fructofuranosyl-2-1-fructofuranosyl glucopyranoside
• CCG-270347
• ON07511
• Fungitetraose;Nistose;1,1-Kestotetraose
• DA-56351
• CS-0017044
• N0571
• Q27290525
• FRUCTOSYL-(2->1)-FRUCTOSYL-(2->1)-FRUCTOSYL-(2->1)-GLUCOSE
• beta-D-Fruf-(2->1)-beta-D-Fruf-(2->1)-beta-D-Fruf-(2<-->1)-alpha-D-Glup
• hex-2-ulofuranosyl-(2->1)hex-2-ulofuranosyl-(2->1)hex-2-ulofuranosyl hexopyranoside
• (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
• .ALPHA.-D-GLUCOPYRANOSIDE, O-.BETA.-D-FRUCTOFURANOSYL-(2->1)-O-.BETA.-D-FRUCTOFURANOSYL-(2->1)-.BETA.-D-FRUCTOFURANOSYL
• |A-D-Glucopyranoside, O-|A-D-fructofuranosyl-(2 inverted exclamation marku1)-O-|A-D-fructofuranosyl-(2 inverted exclamation marku1)-|A-D-fructofuranosyl
• 1-O-(1-O-.BETA.-D-FRUCTOFURANOSYL-.BETA.-D-FRUCTOFURANOSYL)-.BETA.-D-FRUCTOFURANOSYL .ALPHA.-D-GLUCOPYRANOSIDE
• beta-D-fructofuranosyl-(2->1)-beta-D-fructofuranosyl-(2->1)-beta-D-fructofuranosyl alpha-D-glucopyranoside
• beta-D-Fructofuranosyl-(2->1)beta-D-fructofuranosyl-(2->1)beta-D-fructofuranosyl alpha-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9657	96.57%
Caco-2	-	0.8950	89.50%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8039	80.39%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6300	63.00%
P-glycoprotein inhibitior	-	0.5089	50.89%
P-glycoprotein substrate	-	0.9208	92.08%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9694	96.94%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.9375	93.75%
CYP2C8 inhibition	-	0.7897	78.97%
CYP inhibitory promiscuity	-	0.9306	93.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.8812	88.12%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7731	77.31%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6328	63.28%
Acute Oral Toxicity (c)	IV	0.5550	55.50%
Estrogen receptor binding	+	0.6832	68.32%
Androgen receptor binding	+	0.6293	62.93%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	-	0.6011	60.11%
Aromatase binding	+	0.7560	75.60%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.7012	70.12%

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	96.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.65%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.75%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.77%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.67%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.95%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.28%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Cousinia umbrosa
• Magnolia kobus
• Polygonatum sewerzowi
• Saussurea costus
• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum

Cross-Links

• PubChem: 166775
• NPASS: NPC200502
• LOTUS: LTS0111748
• wikiData: Q27290525