NP-MRD: Showing NP-Card for (2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate (NP0239888)

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Record Information

Version

2.0

Created at

2022-09-06 23:34:17 UTC

Updated at

2022-09-06 23:34:17 UTC

NP-MRD ID

NP0239888

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate

Description

Kipukasin J belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. (2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate was first documented in 2022 (PMID: 33319589). Based on a literature review very few articles have been published on Kipukasin J.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072201342D          

 32 34  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -0.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9181   -0.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1773   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058   -3.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2960   -0.1085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -3.4097    0.4045   -2.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7407    0.9512   -1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.9530   -0.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    0.4672   -0.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0035    1.0922    0.5406 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4359    1.6105    0.4362 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2821    0.7773   -0.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092    0.8382   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087    1.8536   -2.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008   -0.2405   -1.8804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619   -0.2266   -3.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.8492   -4.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415   -1.2779   -3.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -2.3356   -2.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255   -3.3854   -2.8331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959   -2.3615   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -1.3297   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3346   -1.3009    0.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    1.7880    1.8584 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5838    2.9750    2.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939    2.6978    3.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    1.4515    2.6254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    0.3743    1.8674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1031   -0.0846    2.4046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710    0.4715    3.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056   -0.0041    3.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5171   -1.0461    3.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355   -1.4532    3.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9272   -1.5627    2.1846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -2.6483    1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262   -1.0905    1.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289   -1.6223    0.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3414   -0.1288   -2.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047    1.2315   -2.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032   -0.3382   -2.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496    1.9950    0.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100    2.5680   -0.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8549    0.6069   -5.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3574    1.1991   -4.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9857    1.7256   -3.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8732   -1.2720   -4.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3944   -3.2848   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0719   -3.1977   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -2.0373    0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5200    0.8811    2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0121    3.9199    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    3.1229    1.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578    1.7493    3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0760   -0.3857    1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    1.2688    3.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3654    0.4219    4.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9393   -3.5213    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5940   -2.8182    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7195   -2.2911    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 24 31  1  0
 31 32  2  0
 31 29  1  0
  5 23  1  0
 17 10  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 26 51  1  0
 25 50  1  0
 23 49  1  6
 19 45  1  1
 20 46  1  0
 20 47  1  0
 21 48  1  0
  6 37  1  6
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
  5 36  1  1
  1 33  1  0
  1 34  1  0
  1 35  1  0
M  END


  Mrv1652309072201342D          

 32 34  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -0.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9181   -0.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1773   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058   -3.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2960   -0.1085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0239888

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(=O)C=CN([C@@H]2O[C@H](CO)[C@@H](OC(=O)C3=C(C)C=C(O)C=C3O)[C@H]2OC(C)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O10/c1-9-6-11(25)7-12(26)15(9)19(28)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(27)21(3)20(22)29/h4-7,13,16-18,23,25-26H,8H2,1-3H3/t13-,16-,17-,18-/m1/s1

> <INCHI_KEY>
IXQHYJHUSQNOOZ-BNEJOLLZSA-N

> <FORMULA>
C20H22N2O10

> <MOLECULAR_WEIGHT>
450.4

> <EXACT_MASS>
450.127444916

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.83003625899739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,5R)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate

> <JCHEM_LOGP>
1.3011499289999997

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.554176420423396

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.695640739633301

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981043962075841

> <JCHEM_POLAR_SURFACE_AREA>
163.13999999999996

> <JCHEM_REFRACTIVITY>
105.43879999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.044  -2.739   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.189  -3.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.868  -5.276   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.653  -3.294   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.973  -1.788   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.829  -0.757   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.438  -1.312   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.583  -2.342   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.047  -1.866   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.262  -3.848   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.798  -4.324   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.478  -5.831   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.382  -7.333   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.564  -4.680   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -1.377  -2.739   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.771  -1.312   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      -3.162  -0.757   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -3.482   0.749   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.697  -1.233   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.553  -0.202   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17                                                            
CONECT   19    6   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22    5   24                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂N₂O₁₀

Average Mass

450.4000 Da

Monoisotopic Mass

450.12744 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN1C(=O)C=CN([C@@H]2O[C@H](CO)[C@@H](OC(=O)C3=C(C)C=C(O)C=C3O)[C@H]2OC(C)=O)C1=O

InChI Identifier

InChI=1S/C20H22N2O10/c1-9-6-11(25)7-12(26)15(9)19(28)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(27)21(3)20(22)29/h4-7,13,16-18,23,25-26H,8H2,1-3H3/t13-,16-,17-,18-/m1/s1

InChI Key

IXQHYJHUSQNOOZ-BNEJOLLZSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Not Available

Direct Parent

Pyrimidine nucleosides

Alternative Parents

Substituents

Pyrimidine nucleoside
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
N-glycosyl compound
Glycosyl compound
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Resorcinol
M-cresol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Pyrimidone
Phenol
Benzenoid
Pyrimidine
Monosaccharide
Hydropyrimidine
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Tetrahydrofuran
Urea
Lactam
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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

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

58196683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584818

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li H, Guo J, Zhang R, Wang J, Hu Z, Zhang Y: Two new nucleoside derivatives isolated from the marine-derived Aspergillus versicolor and their intramolecular transesterification. Nat Prod Res. 2022 Jul;36(13):3346-3352. doi: 10.1080/14786419.2020.1858409. Epub 2020 Dec 15. [PubMed:33319589 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate (NP0239888)

MOL for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

3D MOL for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

3D SDF for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

3D-SDF for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

PDB for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

3D PDB for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

SMILES for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

INCHI for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

Structure for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)

3D Structure for NP0239888 ((2r,3r,4r,5r)-4-(acetyloxy)-2-(hydroxymethyl)-5-(3-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl 2,4-dihydroxy-6-methylbenzoate)