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Showing NP-Card for Lacto-N-triose I (NP0335926)

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Record Information
Version2.0
Created at2024-09-11 03:53:52 UTC
Updated at2024-09-11 03:53:52 UTC
NP-MRD IDNP0335926
Secondary Accession NumbersNone
Natural Product Identification
Common NameLacto-N-triose I
Description Lacto-N-triose I was first documented in 2010 (PMID: 20413107). Based on a literature review very few articles have been published on Lacto-N-triose I.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0335926 (Lacto-N-triose I)


  Mrv2104 05262306262D          

 37 39  0  0  0  0            999 V2000
   -3.5290    2.5029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721    2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337    0.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721   -0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721   -1.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3491    1.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3491   -0.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2311    1.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5742    2.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -0.3692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2155    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8721   -1.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3491   -0.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6924    2.5029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9539    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6924    0.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918   -2.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
M  END
Download

3D MOL for NP0335926 (Lacto-N-triose I)

Download
3D SDF for NP0335926 (Lacto-N-triose I)

  Mrv2104 05262306262D          

 37 39  0  0  0  0            999 V2000
   -3.5290    2.5029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721    2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337    0.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721   -0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721   -1.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3491    1.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3491   -0.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -0.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7385    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7385    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311    1.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7385   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    0.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742    2.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -0.3692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411    1.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8721   -1.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8721   -0.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6106   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -0.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6924    2.5029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9539    2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9539    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6924    0.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4918   -2.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561   -1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -1.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 36  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 25 26  1  0  0  0  0
 25 33  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335926

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NC1C(OC2C(O)C(O)OC(CO)C2O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C20H35NO16/c1-5(25)21-9-16(36-20-14(30)13(29)10(26)6(2-22)35-20)11(27)8(4-24)34-19(9)37-17-12(28)7(3-23)33-18(32)15(17)31/h6-20,22-24,26-32H,2-4H2,1H3,(H,21,25)

> <INCHI_KEY>
CJOPBLPCFAQCNO-UHFFFAOYNA-N

> <FORMULA>
C20H35NO16

> <MOLECULAR_WEIGHT>
545.491

> <EXACT_MASS>
545.195584051

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.62296987559308

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[5-hydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-3-yl]acetamide

> <JCHEM_LOGP>
-6.762245703000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.902191454390216

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.196174289502064

> <JCHEM_PKA_STRONGEST_BASIC>
-3.640900582591286

> <JCHEM_POLAR_SURFACE_AREA>
277.54999999999995

> <JCHEM_REFRACTIVITY>
111.85130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[5-hydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-3-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335926 (Lacto-N-triose I)
Download
PDB for NP0335926 (Lacto-N-triose I)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0      -6.587   4.672   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.361   3.905   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.361   2.374   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.983   1.455   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.983  -0.076   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.361  -0.842   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.361  -2.374   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -8.118   2.220   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.740   1.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.740  -0.076   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -8.118  -0.842   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.603  -0.842   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.378   0.078   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.378   1.607   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.298   2.681   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -0.001  -2.374   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.001  -0.842   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.378  -0.076   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.225   1.455   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.001   2.374   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.153   3.905   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.072   4.825   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.757  -0.689   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.136   0.078   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.136   1.607   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.063   2.681   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.361  -2.374   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.361  -0.689   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.740  -0.076   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.118  -0.842   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.892   4.672   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.514   3.905   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.514   2.374   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.892   1.455   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.918  -4.825   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.225  -3.294   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.757  -3.140   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    3    8   10                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14                                                            
CONECT   16   17   36                                                       
CONECT   17   13   16   18                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   14   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   18   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26   33                                                  
CONECT   26   25                                                            
CONECT   27   28                                                            
CONECT   28   24   27   29                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29                                                            
CONECT   31   32                                                            
CONECT   32   31   33                                                       
CONECT   33   25   32   34                                                  
CONECT   34   29   33                                                       
CONECT   35   36                                                            
CONECT   36   16   35   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

Download
3D PDB for NP0335926 (Lacto-N-triose I)
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SMILES for NP0335926 (Lacto-N-triose I)
CC(=O)NC1C(OC2C(O)C(O)OC(CO)C2O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O
Download
INCHI for NP0335926 (Lacto-N-triose I)
InChI=1/C20H35NO16/c1-5(25)21-9-16(36-20-14(30)13(29)10(26)6(2-22)35-20)11(27)8(4-24)34-19(9)37-17-12(28)7(3-23)33-18(32)15(17)31/h6-20,22-24,26-32H,2-4H2,1H3,(H,21,25)
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC20H35NO16
Average Mass545.4910 Da
Monoisotopic Mass545.19558 Da
IUPAC NameN-[5-hydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-3-yl]acetamide
Traditional NameN-[5-hydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-3-yl]acetamide
CAS Registry NumberNot Available
SMILES
CC(=O)NC1C(OC2C(O)C(O)OC(CO)C2O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1/C20H35NO16/c1-5(25)21-9-16(36-20-14(30)13(29)10(26)6(2-22)35-20)11(27)8(4-24)34-19(9)37-17-12(28)7(3-23)33-18(32)15(17)31/h6-20,22-24,26-32H,2-4H2,1H3,(H,21,25)
InChI KeyCJOPBLPCFAQCNO-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-6.8ChemAxon
pKa (Strongest Acidic)11.2ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area277.55 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity111.85 m³·mol⁻¹ChemAxon
Polarizability51.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Wang A, Auzanneau FI: Synthesis of Le(a)Le(x) oligosaccharide fragments and efficient one-step deprotection. Carbohydr Res. 2010 Jun 16;345(9):1216-21. doi: 10.1016/j.carres.2010.03.038.  Epub 2010 Apr 8. [PubMed:20413107  ]