beta-D-xylopyranosyl-(1->4)-beta-D-xylopyranosyl-(1->4)-beta-D-xylopyranose

Details

• Internal ID: 2ad8d6c6-0b92-4ce2-ba2a-e282602e1e2d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S,3R,4S,5R)-2-[(3R,4R,5R,6S)-4,5-dihydroxy-6-[(3R,4R,5R,6R)-4,5,6-trihydroxyoxan-3-yl]oxyoxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(C(O1)OC2COC(C(C2O)O)OC3COC(C(C3O)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@@H]3CO[C@H]([C@@H]([C@H]3O)O)O)O)O)O
• InChI: InChI=1S/C15H26O13/c16-4-1-25-14(11(21)7(4)17)28-6-3-26-15(12(22)9(6)19)27-5-2-24-13(23)10(20)8(5)18/h4-23H,1-3H2/t4-,5-,6-,7+,8+,9+,10-,11-,12-,13-,14+,15+/m1/s1
• InChI Key: JCSJTDYCNQHPRJ-MMDFAQQLSA-N
• Popularity: 1,003 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₁₃
• Molecular Weight: 414.36 g/mol
• Exact Mass: 414.13734088 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -5.60
• Atomic LogP (AlogP): -5.66
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• beta-D-Xylp-(1->4)-beta-D-Xylp-(1->4)-beta-D-Xylp
• Pentosane
• (1,4)-beta-xylotriose
• CHEBI:62797
• DTXSID501159722
• 83058-47-3
• Q27132184
• beta-D-Xyl-(1->4)-beta-D-Xyl-(1->4)-beta-D-Xyl
• beta-D-xylosyl-(1->4)-beta-D-xylosyl-(1->4)-beta-D-xylosyl
• O-beta-D-Xylopyranosyl-(1-->4)-O-beta-D-xylopyranosyl-(1-->4)-beta-D-xylopyranose
• 2WS

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9324	93.24%
Caco-2	-	0.8988	89.88%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6769	67.69%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9545	95.45%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8628	86.28%
P-glycoprotein inhibitior	-	0.8560	85.60%
P-glycoprotein substrate	-	0.9417	94.17%
CYP3A4 substrate	-	0.5209	52.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8366	83.66%
CYP3A4 inhibition	-	0.9781	97.81%
CYP2C9 inhibition	-	0.9583	95.83%
CYP2C19 inhibition	-	0.9388	93.88%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9571	95.71%
CYP2C8 inhibition	-	0.9035	90.35%
CYP inhibitory promiscuity	-	0.9599	95.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6145	61.45%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8574	85.74%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7078	70.78%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.8697	86.97%
skin sensitisation	-	0.9379	93.79%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7527	75.27%
Acute Oral Toxicity (c)	III	0.4594	45.94%
Estrogen receptor binding	-	0.6582	65.82%
Androgen receptor binding	-	0.8191	81.91%
Thyroid receptor binding	+	0.6950	69.50%
Glucocorticoid receptor binding	-	0.5657	56.57%
Aromatase binding	+	0.7231	72.31%
PPAR gamma	-	0.4929	49.29%
Honey bee toxicity	-	0.6575	65.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.8590	85.90%

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	92.92%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.69%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.08%	96.77%
CHEMBL3589	P55263	Adenosine kinase	80.55%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.53%	97.09%

Plants that contains it

• Litsea monopetala
• Saccharum officinarum

Cross-Links

• PubChem: 5289598
• LOTUS: LTS0257428
• wikiData: Q27132184