NP-MRD: Showing NP-Card for methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate (NP0200806)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 19:43:30 UTC

Updated at

2022-09-04 19:43:31 UTC

NP-MRD ID

NP0200806

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate

Description

Methyl 5-(6-amino-9H-purin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]Tridecane-11-carboxylate belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Based on a literature review very few articles have been published on methyl 5-(6-amino-9H-purin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]Tridecane-11-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042221432D          

 32 36  0  0  0  0            999 V2000
   -2.6659   -4.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374   -3.4110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243   -2.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4397   -3.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959   -2.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805   -1.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -1.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892   -0.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7389   -0.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235   -0.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9104    0.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    0.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127    0.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3412   -0.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828   -1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278    1.3334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578    2.7855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427    3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578    4.1204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4732    3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    4.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    5.1029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    3.8654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    2.6279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4732    3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    1.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9648    2.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    1.8953    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 20 29  1  0  0  0  0
 19 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    6.9382    1.8456   -1.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6560    1.2773   -1.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983    1.1804   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7355    1.5988    0.9071 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7574    0.6004    0.1541 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8891   -0.5250    1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045   -1.6590    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8340   -2.6199    1.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181   -2.2569   -0.4424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262   -1.0290    0.4231 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3453   -0.3361    1.6252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806   -1.9955    0.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -1.6532   -0.3796 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2947   -0.9044   -1.6517 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1910   -0.6975   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7951   -0.0906   -0.7259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1381    0.1714   -1.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    0.2855   -1.5920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666    0.3860   -0.4234 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0824    0.5528   -0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    0.0416   -1.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0532    0.4213   -1.5152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1682    1.1668   -0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2107    1.7947    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5003    1.6709   -0.4075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0244    2.4787    1.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8043    2.5671    1.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7621    1.9582    1.3027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    1.2476    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157   -0.8145    0.4192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6051   -1.4380    0.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102   -1.4622    2.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5221    1.5648   -0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    2.9508   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4359    1.5074   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268    1.4343    0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9309   -0.8961    1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -0.1952    2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -3.3087    1.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -3.2266   -0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6060   -0.9212    2.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844   -2.6257   -0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938   -1.4628   -2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616   -0.0269   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457   -1.6677   -2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    0.8884   -0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3100    1.3382    0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3408   -0.5546   -2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6004    2.1543   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2816    1.1398    0.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    3.1410    2.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9742   -0.4666    1.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8844   -1.9881    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833   -2.0821    2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -0.4599    2.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  1  0
 30 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  1  1
 10 16  1  0
 16 15  1  0
 15 14  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 16 17  1  0
 17  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
 19 30  1  0
 29 20  1  0
 14 13  1  0
 29 23  1  0
  7 10  1  0
 32 53  1  0
 32 54  1  0
 32 55  1  0
 30 52  1  1
 13 42  1  6
 11 41  1  0
 16 46  1  1
 15 44  1  0
 15 45  1  0
 14 43  1  6
 19 47  1  1
 21 48  1  0
 25 49  1  0
 25 50  1  0
 27 51  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
M  END


  Mrv1652309042221432D          

 32 36  0  0  0  0            999 V2000
   -2.6659   -4.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374   -3.4110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243   -2.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4397   -3.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959   -2.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805   -1.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -1.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892   -0.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7389   -0.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235   -0.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9104    0.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    0.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127    0.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3412   -0.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828   -1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278    1.3334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578    2.7855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427    3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578    4.1204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4732    3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    4.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    5.1029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    3.8654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    2.6279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4732    3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    1.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9648    2.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    1.8953    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 20 29  1  0  0  0  0
 19 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200806

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C2OC3(O)C(CC2OC1N1C=NC2=C(N)N=CN=C12)OC(CC3(O)O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H23N5O9/c1-28-12-11-7(31-15(12)23-6-22-10-13(19)20-5-21-14(10)23)3-9-18(27,32-11)17(25,26)4-8(30-9)16(24)29-2/h5-9,11-12,15,25-27H,3-4H2,1-2H3,(H2,19,20,21)

> <INCHI_KEY>
AZYCCECPGKXFKD-UHFFFAOYSA-N

> <FORMULA>
C18H23N5O9

> <MOLECULAR_WEIGHT>
453.408

> <EXACT_MASS>
453.149577341

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.495722984857935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 5-(6-amino-9H-purin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0^{3,7}]tridecane-11-carboxylate

> <JCHEM_LOGP>
-1.2287066206666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.862873689799857

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.269273494354954

> <JCHEM_PKA_STRONGEST_BASIC>
3.9212094593694236

> <JCHEM_POLAR_SURFACE_AREA>
193.53

> <JCHEM_REFRACTIVITY>
101.66489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0^{3,7}]tridecane-11-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.976  -7.874   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.297  -6.367   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.152  -5.337   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.687  -5.813   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.472  -3.830   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.937  -3.355   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.257  -1.848   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -7.685  -2.425   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -7.073  -0.542   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.113  -0.818   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.577  -0.342   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.433   0.689   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.288   1.719   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.824   1.243   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.504  -0.263   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.648  -1.294   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.328  -2.800   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.919   2.489   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.824   3.735   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -2.348   5.200   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -3.253   6.445   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -2.348   7.691   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -0.883   7.215   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.450   7.985   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.450   9.525   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       1.784   7.215   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       1.784   5.675   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       0.450   4.905   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -0.883   5.675   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.288   3.259   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.534   4.164   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.941   3.538   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12   16                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   30                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16    5                                                       
CONECT   18   14   19                                                       
CONECT   19   18   20   30                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   23   20                                                  
CONECT   30   19   13   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
Methyl 5-(6-amino-9H-purin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0,]tridecane-11-carboxylic acid	Generator

Chemical Formula

C₁₈H₂₃N₅O₉

Average Mass

453.4080 Da

Monoisotopic Mass

453.14958 Da

IUPAC Name

methyl 5-(6-amino-9H-purin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0^{3,7}]tridecane-11-carboxylate

Traditional Name

methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0^{3,7}]tridecane-11-carboxylate

CAS Registry Number

Not Available

SMILES

COC1C2OC3(O)C(CC2OC1N1C=NC2=C(N)N=CN=C12)OC(CC3(O)O)C(=O)OC

InChI Identifier

InChI=1S/C18H23N5O9/c1-28-12-11-7(31-15(12)23-6-22-10-13(19)20-5-21-14(10)23)3-9-18(27,32-11)17(25,26)4-8(30-9)16(24)29-2/h5-9,11-12,15,25-27H,3-4H2,1-2H3,(H2,19,20,21)

InChI Key

AZYCCECPGKXFKD-UHFFFAOYSA-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 glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

N-glycosyl compound
6-aminopurine
Furopyran
Imidazopyrimidine
Purine
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Oxane
Imidolactam
Pyran
Pyrimidine
Azole
Furan
Imidazole
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Carboxylic acid ester
Hemiacetal
Amino acid or derivatives
Polyol
Organoheterocyclic compound
Carbonyl hydrate
Carboxylic acid derivative
Azacycle
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organonitrogen compound
Carbonyl group
Amine
Organic oxide
Hydrocarbon derivative
Primary amine
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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
logP	-1.2	ChemAxon
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	193.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.66 m³·mol⁻¹	ChemAxon
Polarizability	42.5 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163047898

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate (NP0200806)

MOL for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

3D MOL for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

3D SDF for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

3D-SDF for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

PDB for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

3D PDB for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

SMILES for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

INCHI for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

Structure for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)

3D Structure for NP0200806 (methyl 5-(6-aminopurin-9-yl)-1,13,13-trihydroxy-4-methoxy-2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11-carboxylate)