NP-MRD: Showing NP-Card for (4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid (NP0246248)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 07:38:57 UTC

Updated at

2022-09-07 07:38:58 UTC

NP-MRD ID

NP0246248

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid

Description

(4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid is found in Apis cerana.

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1533006081517422D          
 
 26 27  0  0  1  0            999 V2000
   15.2030   -9.1421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9231   -8.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2030   -9.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867   -8.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9231   -7.9028    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   16.6356   -9.1421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867  -10.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4867   -7.9028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7817   -9.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2030   -7.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6356   -7.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7704   -9.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867  -11.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7817   -7.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0540  -10.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7704  -11.6169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2030  -11.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1488   -8.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0540  -11.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4315  -10.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7704  -12.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7985  -10.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4283   -9.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3560   -8.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0579   -9.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3268   -7.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  7  3  1  1  0  0  0
  4  8  1  0  0  0  0
  4  9  1  1  0  0  0
  5 10  1  0  0  0  0
  5 11  1  4  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  1  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  6  0  0  0
 14 18  1  0  0  0  0
 15 19  2  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  1  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
  8 10  1  0  0  0  0
 16 19  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -1.1220    2.4905   -3.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461    1.8160   -1.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    2.5343   -1.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3258    0.4324   -1.6965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7641   -0.1526   -0.4662 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7662   -1.2661   -0.6571 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7964   -0.8606   -1.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2790   -1.5858    0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2924   -2.0394    1.4647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9500   -2.4851    2.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700   -2.9431    3.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2204   -0.9930    1.7106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8376    0.1680    2.1765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270   -0.7280    0.3586 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4191    0.1219    0.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5921   -0.3604   -0.2379 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5025   -0.4283    0.8481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3124    0.6570    1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649    1.1752    2.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529    0.6562    3.4449 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950    2.2672    2.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8850    1.2447    0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6184    0.7051   -1.2550 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9327    1.6908   -2.1887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1321    0.4597   -1.3599 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9002   -0.0970   -2.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299    2.6386   -3.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329    3.4983   -2.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3412    1.9000   -3.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425   -0.1022   -2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    0.6129    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -2.1782   -1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246   -0.2819   -0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978   -2.8955    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5865   -1.7192    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824   -3.3690    2.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311   -3.8301    3.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5223   -1.3897    2.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989   -0.0238    2.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -1.7104   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -1.4212   -0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339    3.1034    2.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282    2.0913    0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2071   -0.2145   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774    2.4398   -2.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    1.4716   -1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864   -1.0996   -2.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 14  5  1  0
 25 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  1
  6 32  1  6
  7 33  1  0
  9 34  1  6
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  6
 16 41  1  6
 22 43  1  0
 23 44  1  6
 24 45  1  0
 25 46  1  6
 26 47  1  0
 21 42  1  0
M  END

 
  Mrv1533006081517422D          
 
 26 27  0  0  1  0            999 V2000
   15.2030   -9.1421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9231   -8.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2030   -9.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867   -8.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9231   -7.9028    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   16.6356   -9.1421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867  -10.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4867   -7.9028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7817   -9.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2030   -7.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6356   -7.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7704   -9.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867  -11.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7817   -7.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0540  -10.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7704  -11.6169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2030  -11.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1488   -8.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0540  -11.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4315  -10.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7704  -12.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7985  -10.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4283   -9.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3560   -8.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0579   -9.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3268   -7.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  7  3  1  1  0  0  0
  4  8  1  0  0  0  0
  4  9  1  1  0  0  0
  5 10  1  0  0  0  0
  5 11  1  4  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  1  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  6  0  0  0
 14 18  1  0  0  0  0
 15 19  2  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  1  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
  8 10  1  0  0  0  0
 16 19  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0246248

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1OC(=C[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7+,8+,9+,10-,11+,13?,14-/m0/s1

> <INCHI_KEY>
DLGJWSVWTWEWBJ-ZTVLJYEESA-N

> <FORMULA>
C14H21NO11

> <MOLECULAR_WEIGHT>
379.318

> <EXACT_MASS>
379.1114605

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.38967886260793

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S)-2-{[(3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

> <ALOGPS_LOGP>
-2.50

> <JCHEM_LOGP>
-3.9322067576666666

> <ALOGPS_LOGS>
-0.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.50871934792074

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1697574854228674

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5730828756651873

> <JCHEM_POLAR_SURFACE_AREA>
195.23999999999998

> <JCHEM_REFRACTIVITY>
79.6664

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,6R)-6-{[(3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      28.379 -17.065   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.723 -16.301   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      28.379 -18.601   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      27.042 -16.301   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.723 -14.752   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      31.053 -17.065   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      27.042 -19.372   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.042 -14.752   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      25.726 -17.065   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      28.379 -13.988   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      31.053 -13.988   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.705 -18.601   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      27.042 -20.907   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.726 -13.988   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.368 -19.372   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.705 -21.685   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      28.379 -21.678   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.544 -14.978   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.368 -20.907   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.205 -18.754   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      25.705 -23.220   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      22.024 -19.752   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      23.200 -17.583   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      32.398 -16.338   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.708 -17.094   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      32.343 -14.902   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10   11                                                  
CONECT    6    2   24                                                       
CONECT    7    3   12   13                                                  
CONECT    8    4   14   10                                                  
CONECT    9    4                                                            
CONECT   10    5    8                                                       
CONECT   11    5                                                            
CONECT   12    7   15                                                       
CONECT   13    7   16   17                                                  
CONECT   14    8   18                                                       
CONECT   15   12   19   20                                                  
CONECT   16   13   21   19                                                  
CONECT   17   13                                                            
CONECT   18   14                                                            
CONECT   19   15   16                                                       
CONECT   20   15   22   23                                                  
CONECT   21   16                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    6   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
4-Deoxy-beta-D-gluc-4-enuronosyl-(1,3)-N-acetyl-D-galactosamine	ChEBI
4-Deoxy-b-D-gluc-4-enuronosyl-(1,3)-N-acetyl-D-galactosamine	Generator
4-Deoxy-β-D-gluc-4-enuronosyl-(1,3)-N-acetyl-D-galactosamine	Generator
N-Acetyl-3-O-(4-deoxy-a-L-threo-hex-4-enopyranosyluronate)-D-galactosamine	Generator
N-Acetyl-3-O-(4-deoxy-a-L-threo-hex-4-enopyranosyluronic acid)-D-galactosamine	Generator
N-Acetyl-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranosyluronate)-D-galactosamine	Generator
N-Acetyl-3-O-(4-deoxy-α-L-threo-hex-4-enopyranosyluronate)-D-galactosamine	Generator
N-Acetyl-3-O-(4-deoxy-α-L-threo-hex-4-enopyranosyluronic acid)-D-galactosamine	Generator

Chemical Formula

C₁₄H₂₁NO₁₁

Average Mass

379.3180 Da

Monoisotopic Mass

379.11146 Da

IUPAC Name

(2R,3R,4S)-2-{[(3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Traditional Name

(4S,5R,6R)-6-{[(3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1OC(=C[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7+,8+,9+,10-,11+,13?,14-/m0/s1

InChI Key

DLGJWSVWTWEWBJ-ZTVLJYEESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
N-acyl-alpha-hexosamine
Disaccharide
Oxane
Acetamide
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organopnictogen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

amino disaccharide (CHEBI:16655 )
galactosamine oligosaccharide (CHEBI:16655 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-3.9	ChemAxon
logS	-0.86	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.24 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.67 m³·mol⁻¹	ChemAxon
Polarizability	34.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01310

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5460142

PDB ID

Not Available

ChEBI ID

16655

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid (NP0246248)

MOL for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

3D MOL for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

3D SDF for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

3D-SDF for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

PDB for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

3D PDB for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

SMILES for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

INCHI for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

Structure for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)

3D Structure for NP0246248 ((4s,5r,6r)-6-{[(3r,4r,5r,6r)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-5,6-dihydro-4h-pyran-2-carboxylic acid)