lacto-N-tetraose

Details

• Internal ID: cb0a2c1f-f48a-436f-916c-1c19fe7268ff
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide
• InChI: InChI=1S/C26H45NO21/c1-6(32)27-11-21(47-25-18(39)15(36)12(33)7(2-28)44-25)13(34)8(3-29)43-24(11)48-22-14(35)9(4-30)45-26(19(22)40)46-20-10(5-31)42-23(41)17(38)16(20)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)/t7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18-,19-,20-,21-,22+,23?,24+,25+,26+/m1/s1
• InChI Key: AXQLFFDZXPOFPO-FSGZUBPKSA-N
• Popularity: 4 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: -7.90
• Atomic LogP (AlogP): -9.61
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

• 14116-68-8
• CHEBI:30248
• beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc
• DTXSID10331554
• N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• N-((2S,3R,4R,5S,6R)-2-(((2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(((2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl)oxy)oxan-4-yl)oxy)-5-hydroxy-6-(hydroxymethyl)-4-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)oxan-3-yl)acetamide
• RefChem:152066
• GlyTouCan:G45827GY
• DTXCID60282648
• G45827GY
• 46XNQ2LX59
• r-Lactotetraose-HSA
• N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide
• Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glc
• beta-Gal1,3-beta-GlcNAc1,3-beta-Gal1,4-Glc
• D-Glucose, O-beta-D-galactopyranosyl-(1-->3)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-->3)-O-beta-D-galactopyranosyl-(1-->4)-
• LNT
• LC4
• Gal-b-1,3-GlcNAc-b-1,3-Gal-b-1,4-Glc;LNT
• Epitope ID:142076
• C06371
• Lacto-N-tetraose - 90%
• SCHEMBL19130165
• AXQLFFDZXPOFPO-FSGZUBPKSA-N
• MSK001236
• AKOS024418726
• MSK001236-100W
• OL05683
• DA-54765
• OL162665
• SY072653
• Gal(b1-3)GlcNAc(b1-3)Gal(b1-4)Glc
• Lacto-N-tetraose Solution in Water, 100ug/mL
• Lacto-N-tetraose - mixture with Lacto-N-neotetraose
• Q27104118
• F_FULL_31000000000000_GS_6331_c3
• Gal-beta-(1,3)-GlcNAc-beta-(1,3)-Gal-beta-(1,4)-Glc
• LNT; Lacto-N-tetraose; Gal-b-1,3-GlcNAc-b-1,3-Gal-b-1,4-Glc
• beta-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-D-glucopyranose
• D-Glucose, O-|A-D-galactopyranosyl-(1 inverted exclamation marku3)-O-2-(acetylamino)-2-deoxy-|A-D-glucopyranosyl-(1 inverted exclamation marku3)-O-|A-D-galactopyranosyl-(1 inverted exclamation marku4)-
• N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-tetrahydropyran-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]acetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9841	98.41%
Caco-2	-	0.9001	90.01%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6160	61.60%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.7244	72.44%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6905	69.05%
P-glycoprotein inhibitior	-	0.5301	53.01%
P-glycoprotein substrate	-	0.8661	86.61%
CYP3A4 substrate	+	0.5808	58.08%
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	-	0.8522	85.22%
CYP inhibitory promiscuity	-	0.7859	78.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6974	69.74%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9363	93.63%
Skin irritation	-	0.8386	83.86%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7736	77.36%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7916	79.16%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5293	52.93%
Acute Oral Toxicity (c)	IV	0.4832	48.32%
Estrogen receptor binding	+	0.6763	67.63%
Androgen receptor binding	+	0.5634	56.34%
Thyroid receptor binding	-	0.5663	56.63%
Glucocorticoid receptor binding	-	0.5208	52.08%
Aromatase binding	+	0.5828	58.28%
PPAR gamma	+	0.6048	60.48%
Honey bee toxicity	-	0.7006	70.06%
Biodegradation	-	0.7500	75.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.40%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.80%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	87.96%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.93%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	85.10%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.80%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	84.02%	92.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.01%	81.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.41%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.02%	96.00%

Plants that contains it

• Forsythia suspensa
• Forsythia viridissima

Cross-Links

• PubChem: 440993
• NPASS: NPC246287