NP-MRD: Showing NP-Card for (2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate (NP0225503)

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Record Information

Version

2.0

Created at

2022-09-06 04:14:41 UTC

Updated at

2022-09-06 04:14:41 UTC

NP-MRD ID

NP0225503

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate

Description

(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-{[(2R,3R,4R,5R)-4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2E,4E,7Z,9S)-9-[(2E,4E,7Z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Based on a literature review very few articles have been published on (2S,3S,4S,5S,6S)-4,5-dihydroxy-6-{[(2R,3R,4R,5R)-4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2E,4E,7Z,9S)-9-[(2E,4E,7Z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206142D          

 52 55  0  0  1  0            999 V2000
    3.8437  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812  -16.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -16.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -14.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -14.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -13.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -12.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -12.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812  -12.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -11.3911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -10.6766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0812  -10.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187   -9.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062   -9.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -9.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -8.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -7.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -7.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -6.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -5.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -4.9609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -5.6753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -4.9609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6062   -4.9609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1937   -5.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -4.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -3.5319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -3.5319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8437   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.2464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6687   -4.2464    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 24  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 42 48  1  0  0  0  0
 39 48  1  0  0  0  0
 29 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  0  0  0  0
 25 51  1  0  0  0  0
 51 52  1  6  0  0  0
M  END


  Mrv1652309062206142D          

 52 55  0  0  1  0            999 V2000
    3.8437  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812  -16.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -16.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -14.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -14.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -13.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -12.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -12.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812  -12.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187  -11.3911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -10.6766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0812  -10.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187   -9.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062   -9.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -9.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -8.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -7.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -7.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -6.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -5.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0812   -4.9609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -5.6753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -4.9609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6062   -4.9609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1937   -5.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -4.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -3.5319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -3.5319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8437   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.2464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6687   -4.2464    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 24  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 42 48  1  0  0  0  0
 39 48  1  0  0  0  0
 29 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  0  0  0  0
 25 51  1  0  0  0  0
 51 52  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0225503

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C\C=C\C=C\C(=O)O[C@@H](C)\C=C/C\C=C\C=C\C(=O)O[C@@H]1[C@H](C)O[C@@H](O[C@@H]2[C@H](O)[C@@H](CO)O[C@H]2N2C=NC3=C(O)N=CN=C23)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H46N4O12/c1-4-5-6-7-8-11-14-17-25(42)48-22(2)16-13-10-9-12-15-18-26(43)51-31-23(3)49-36(30(46)29(31)45)52-32-28(44)24(19-41)50-35(32)40-21-39-27-33(40)37-20-38-34(27)47/h5-6,8-9,11-18,20-24,28-32,35-36,41,44-46H,4,7,10,19H2,1-3H3,(H,37,38,47)/b6-5-,11-8+,12-9+,16-13-,17-14+,18-15+/t22-,23-,24+,28+,29-,30-,31+,32+,35+,36-/m0/s1

> <INCHI_KEY>
ILVRMCNPHIKTMH-XBZWKYHLSA-N

> <FORMULA>
C36H46N4O12

> <MOLECULAR_WEIGHT>
726.78

> <EXACT_MASS>
726.311222937

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
74.87159371210846

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-{[(2R,3R,4R,5R)-4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2E,4E,7Z,9S)-9-[(2E,4E,7Z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate

> <JCHEM_LOGP>
3.9236171286666646

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.290106805245125

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.560174422022595

> <JCHEM_PKA_STRONGEST_BASIC>
-0.12326373435320048

> <JCHEM_POLAR_SURFACE_AREA>
225.04000000000002

> <JCHEM_REFRACTIVITY>
191.56200000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-{[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2E,4E,7Z,9S)-9-[(2E,4E,7Z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       7.175 -29.265   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.715 -29.265   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.485 -30.599   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.025 -30.599   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.795 -29.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.025 -27.932   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.795 -26.598   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.025 -25.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.795 -23.931   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.025 -22.597   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.485 -22.597   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      11.795 -21.263   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.025 -19.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.485 -19.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.795 -18.596   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.025 -17.262   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.485 -17.262   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.715 -15.929   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.485 -14.595   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.715 -13.261   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.485 -11.928   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.715 -10.594   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.485  -9.260   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.175 -10.594   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.405  -9.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.865  -9.260   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.095 -10.594   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.095  -7.927   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.865  -6.593   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.126  -7.970   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -2.468  -6.308   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       4.924   1.777   0.000  0.00  0.00           O+0
HETATM   45  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.405  -6.593   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       7.175  -5.259   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       7.175  -7.927   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       8.715  -7.927   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   51                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   49                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38                                                       
CONECT   38   37   31   39                                                  
CONECT   39   38   40   48                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   48                                                  
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   42   39                                                  
CONECT   49   29   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   25   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4S,5S,6S)-4,5-Dihydroxy-6-{[(2R,3R,4R,5R)-4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2E,4E,7Z,9S)-9-[(2E,4E,7Z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoic acid	Generator

Chemical Formula

C₃₆H₄₆N₄O₁₂

Average Mass

726.7800 Da

Monoisotopic Mass

726.31122 Da

IUPAC Name

Traditional Name

(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-{[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2E,4E,7Z,9S)-9-[(2E,4E,7Z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C\C=C\C(=O)O[C@@H](C)\C=C/C\C=C\C=C\C(=O)O[C@@H]1[C@H](C)O[C@@H](O[C@@H]2[C@H](O)[C@@H](CO)O[C@H]2N2C=NC3=C(O)N=CN=C23)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C36H46N4O12/c1-4-5-6-7-8-11-14-17-25(42)48-22(2)16-13-10-9-12-15-18-26(43)51-31-23(3)49-36(30(46)29(31)45)52-32-28(44)24(19-41)50-35(32)40-21-39-27-33(40)37-20-38-34(27)47/h5-6,8-9,11-18,20-24,28-32,35-36,41,44-46H,4,7,10,19H2,1-3H3,(H,37,38,47)/b6-5-,11-8+,12-9+,16-13-,17-14+,18-15+/t22-,23-,24+,28+,29-,30-,31+,32+,35+,36-/m0/s1

InChI Key

ILVRMCNPHIKTMH-XBZWKYHLSA-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 purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
O-glycosyl compound
Hypoxanthine
Imidazopyrimidine
Purine
Fatty acid ester
Hydroxypyrimidine
Dicarboxylic acid or derivatives
Monosaccharide
N-substituted imidazole
Oxane
Pyrimidine
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Imidazole
Azole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Azacycle
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen 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	3.92	ChemAxon
pKa (Strongest Acidic)	11.56	ChemAxon
pKa (Strongest Basic)	-0.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	225.04 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	191.56 m³·mol⁻¹	ChemAxon
Polarizability	74.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

163188240

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate (NP0225503)

MOL for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

3D MOL for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

3D SDF for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

3D-SDF for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

PDB for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

3D PDB for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

SMILES for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

INCHI for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

Structure for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)

3D Structure for NP0225503 ((2s,3s,4s,5s,6s)-4,5-dihydroxy-6-{[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-2-(6-hydroxypurin-9-yl)oxolan-3-yl]oxy}-2-methyloxan-3-yl (2e,4e,7z,9s)-9-[(2e,4e,7z)-deca-2,4,7-trienoyloxy]deca-2,4,7-trienoate)