NP-MRD: Showing NP-Card for 2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol (NP0221311)

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Record Information

Version

2.0

Created at

2022-09-05 22:51:20 UTC

Updated at

2022-09-05 22:51:20 UTC

NP-MRD ID

NP0221311

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol

Description

2-(6-Amino-9H-purin-9-yl)-5-(3-{1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-6-yl}butyl)oxolane-3,4-diol belongs to the class of organic compounds known as bacteriohopanoids. These are bacterial terpenoids structurally characterized by a C30 skeleton, which is usually conjugated to a C5 (usually hydroxylated) unit linked by a carbon-carbon bond. 2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol is found in Nitrosomonas europaea. Based on a literature review very few articles have been published on 2-(6-amino-9H-purin-9-yl)-5-(3-{1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-6-yl}butyl)oxolane-3,4-diol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062200512D          

 48 55  0  0  0  0            999 V2000
    6.5288    2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687    1.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0901    1.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8707    1.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5455    1.9004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2055    1.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9939    1.6484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2607    2.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0856    2.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3286    1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0771    1.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7518    1.7558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1508    0.4594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4761   -0.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7276    0.3317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6538    1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9386    0.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4133   -0.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1137    0.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6187   -0.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
  8 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 36 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 35 47  1  0  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv1652309062200512D          

 48 55  0  0  0  0            999 V2000
    6.5288    2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687    1.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0901    1.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8707    1.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5455    1.9004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2055    1.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9939    1.6484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2607    2.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0856    2.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3286    1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0771    1.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7518    1.7558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1508    0.4594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4761   -0.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7276    0.3317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6538    1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9386    0.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4133   -0.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1137    0.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6187   -0.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
  8 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 36 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 35 47  1  0  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221311

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC1OC(C(O)C1O)N1C=NC2=C(N)N=CN=C12)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CCCC(C)(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C40H63N5O3/c1-23(9-10-26-31(46)32(47)35(48-26)45-22-44-30-33(41)42-21-43-34(30)45)24-13-18-37(4)25(24)14-19-39(6)28(37)11-12-29-38(5)17-8-16-36(2,3)27(38)15-20-40(29,39)7/h21-29,31-32,35,46-47H,8-20H2,1-7H3,(H2,41,42,43)

> <INCHI_KEY>
YCIUCIBXUZOYMY-UHFFFAOYSA-N

> <FORMULA>
C40H63N5O3

> <MOLECULAR_WEIGHT>
661.976

> <EXACT_MASS>
661.493090909

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
78.65256064412615

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(6-amino-9H-purin-9-yl)-5-(3-{1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl}butyl)oxolane-3,4-diol

> <JCHEM_LOGP>
7.596677281333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.033770357997277

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.479910629403545

> <JCHEM_PKA_STRONGEST_BASIC>
3.921294286477991

> <JCHEM_POLAR_SURFACE_AREA>
119.31000000000002

> <JCHEM_REFRACTIVITY>
189.388

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-(6-aminopurin-9-yl)-5-(3-{1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl}butyl)oxolane-3,4-diol

> <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      12.187   4.156   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.484   2.645   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.941   2.146   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.101   3.159   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.559   2.661   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      17.818   3.547   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      19.050   2.623   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      20.522   3.077   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      21.020   4.534   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      22.560   4.511   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      23.013   3.039   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.411   2.391   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      25.670   3.278   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      24.548   0.858   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      23.289  -0.029   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      21.892   0.619   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      21.754   2.153   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.552   1.166   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      19.438  -0.093   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      17.012   1.190   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.088  -0.042   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      11.324   1.632   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.462   0.098   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.046  -0.507   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.033   0.653   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.385  -0.744   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.823   1.975   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.073   3.320   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.534   3.343   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.743   2.022   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.994   3.367   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.493   0.676   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.703  -0.645   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.163  -0.622   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.413   0.723   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874   0.747   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.623  -0.599   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.083  -0.575   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.543  -0.552   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.206   0.793   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.584   2.115   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.855   2.664   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.875   3.628   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.124   2.092   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.914   3.414   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.454   3.390   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.204   2.045   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.066   3.579   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11    8                                                  
CONECT   18    7   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    5   21                                                  
CONECT   21   20                                                            
CONECT   22    2   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   32                                             
CONECT   26   25                                                            
CONECT   27   25   22   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   47                                             
CONECT   31   30                                                            
CONECT   32   30   25   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   47                                                  
CONECT   36   35   37   38   44                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41   36   45                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   35   30   48                                             
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₆₃N₅O₃

Average Mass

661.9760 Da

Monoisotopic Mass

661.49309 Da

IUPAC Name

2-(6-amino-9H-purin-9-yl)-5-(3-{1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl}butyl)oxolane-3,4-diol

Traditional Name

2-(6-aminopurin-9-yl)-5-(3-{1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl}butyl)oxolane-3,4-diol

CAS Registry Number

Not Available

SMILES

CC(CCC1OC(C(O)C1O)N1C=NC2=C(N)N=CN=C12)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CCCC(C)(C)C3CCC12C

InChI Identifier

InChI=1S/C40H63N5O3/c1-23(9-10-26-31(46)32(47)35(48-26)45-22-44-30-33(41)42-21-43-34(30)45)24-13-18-37(4)25(24)14-19-39(6)28(37)11-12-29-38(5)17-8-16-36(2,3)27(38)15-20-40(29,39)7/h21-29,31-32,35,46-47H,8-20H2,1-7H3,(H2,41,42,43)

InChI Key

YCIUCIBXUZOYMY-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

Species Name	Source	Reference
Nitrosomonas europaea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bacteriohopanoids. These are bacterial terpenoids structurally characterized by a C30 skeleton, which is usually conjugated to a C5 (usually hydroxylated) unit linked by a carbon-carbon bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Bacteriohopanoids

Alternative Parents

Substituents

Bacteriohopane skeleton
Sesquaterpenoid
27-hydroxysteroid
25-hydroxysteroid
Steroid
5'-deoxyribonucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Pyrimidine
N-substituted imidazole
Monosaccharide
Imidolactam
Heteroaromatic compound
Oxolane
Imidazole
Azole
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Oxacycle
Azacycle
Primary amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Alcohol
Organooxygen 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	7.6	ChemAxon
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	189.39 m³·mol⁻¹	ChemAxon
Polarizability	78.65 Å³	ChemAxon
Number of Rings	8	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74819523

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol (NP0221311)

MOL for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

3D MOL for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

3D SDF for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

3D-SDF for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

PDB for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

3D PDB for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

SMILES for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

INCHI for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

Structure for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)

3D Structure for NP0221311 (2-(3-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}butyl)-5-(6-aminopurin-9-yl)oxolane-3,4-diol)