Gal(b1-3)[GlcNAc(b1-6)]Gal(b1-4)b-Glc

Details

• Internal ID: fa3368b9-a168-4758-9f04-26dcd90f81e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: N-[(2R,3R,4R,5S,6R)-2-[[(2R,3S,4S,5R,6S)-3,5-dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• SMILES (Canonical): CC(=O)NC1C(C(C(OC1OCC2C(C(C(C(O2)OC3C(OC(C(C3O)O)O)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O)CO)O)O
• SMILES (Isomeric): CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O)CO)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)CO)O)O
• InChI: InChI=1S/C26H45NO21/c1-6(31)27-11-15(35)12(32)7(2-28)44-24(11)42-5-10-14(34)22(48-25-19(39)16(36)13(33)8(3-29)45-25)20(40)26(46-10)47-21-9(4-30)43-23(41)18(38)17(21)37/h7-26,28-30,32-41H,2-5H2,1H3,(H,27,31)/t7-,8-,9-,10-,11-,12-,13+,14+,15-,16+,17-,18-,19-,20-,21-,22+,23-,24-,25+,26+/m1/s1
• InChI Key: BFGVXIPWHNYMBB-AHPNUANZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₅NO₂₁
• Molecular Weight: 707.60 g/mol
• Exact Mass: 707.24840744 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -8.50
• Atomic LogP (AlogP): -9.61
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

• RefChem:1046012
• G97992HW
• CHEBI:155328
• Gal(b1-3)[GlcNAc(b1-6)]Gal(b1-4)b-Glc
• beta-D-galacto-hexopyranosyl-(1->3)-[2-acetamido-2-deoxy-beta-D-gluco-hexopyranosyl-(1->6)]-beta-D-galacto-hexopyranosyl-(1->4)-beta-D-gluco-hexopyranose
• N-[(2R,3R,4R,5S,6R)-2-[[(2R,3S,4S,5R,6S)-3,5-Dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• WURCS=2.0/3,4,3/[a2122h-1b_1-5][a2112h-1b_1-5][a2122h-1b_1-5_2*NCC/3=O]/1-2-2-3/a4-b1_b3-c1_b6-d1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9841	98.41%
Caco-2	-	0.8981	89.81%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6160	61.60%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.7216	72.16%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7981	79.81%
P-glycoprotein inhibitior	-	0.5521	55.21%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.9687	96.87%
CYP2C9 inhibition	-	0.9051	90.51%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.9361	93.61%
CYP2C8 inhibition	-	0.7853	78.53%
CYP inhibitory promiscuity	-	0.7859	78.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6974	69.74%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.8386	83.86%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7716	77.16%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7541	75.41%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6550	65.50%
Acute Oral Toxicity (c)	IV	0.4832	48.32%
Estrogen receptor binding	+	0.6561	65.61%
Androgen receptor binding	-	0.4863	48.63%
Thyroid receptor binding	-	0.5298	52.98%
Glucocorticoid receptor binding	-	0.5587	55.87%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	+	0.5612	56.12%
Honey bee toxicity	-	0.6898	68.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.9350	93.50%

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	94.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.48%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	90.36%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.37%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.83%	92.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.95%	81.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.06%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	83.39%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.51%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.52%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.48%	95.50%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 91852535
• NPASS: NPC182415