NP-MRD: Showing NP-Card for Balsaminoside B (NP0083904)

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Record Information

Version

1.0

Created at

2022-04-29 04:48:10 UTC

Updated at

2022-04-29 04:48:10 UTC

NP-MRD ID

NP0083904

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Balsaminoside B

Description

Balsaminoside B belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Balsaminoside B is found in Momordica balsamina . It was first documented in 2011 (PMID: 22071523). Based on a literature review very few articles have been published on Balsaminoside B (PMID: 26301556).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206482D          

 47 51  0  0  1  0            999 V2000
    3.2027   -0.0231    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2314    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    2.9353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9799    3.5660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1678    3.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2602    4.3420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7284    4.9727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    4.4872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3526    5.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    3.8565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4163    4.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9481    3.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3239    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2951    0.8980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.8685    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8642   -2.2084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0469   -2.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -2.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -3.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -4.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  5 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  1  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
M  END

     RDKit          3D

104108  0  0  0  0  0  0  0  0999 V2000
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    7.9248    1.1816    2.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4257    1.3399    4.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6224    1.1935    2.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656    1.0386    1.0530 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9769    2.3588    0.5514 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803    0.5269    1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 86  1  0
 34 87  1  6
 35 88  1  0
 37 89  1  0
 37 90  1  0
 37 91  1  0
 38 92  1  0
 38 93  1  0
 38 94  1  0
 40 95  1  0
 40 96  1  0
 40 97  1  0
 41 98  1  0
 41 99  1  0
 42100  1  0
 42101  1  0
 44102  1  0
 44103  1  0
 44104  1  0
  8 56  1  6
  9 57  1  0
  9 58  1  0
  9 59  1  0
  7 54  1  0
  7 55  1  0
  5 52  1  6
  6 53  1  0
  4 51  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  3 48  1  0
  3 49  1  0
  3 50  1  0
M  END


  Mrv1652304292206482D          

 47 51  0  0  1  0            999 V2000
    3.2027   -0.0231    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2314    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    2.9353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9799    3.5660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1678    3.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2602    4.3420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7284    4.9727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    4.4872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3526    5.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    3.8565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4163    4.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9481    3.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3239    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2951    0.8980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7557    0.0139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642   -2.2084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0469   -2.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -2.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -3.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -4.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  5 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  1  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083904

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2(C)[C@]3([H])[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]4O)C=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C)[C@H](C)C[C@@H](O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C36H60O8/c1-19(2)15-21(38)16-20(3)22-11-12-36(8)31-25(43-32-30(42)29(41)28(40)26(18-37)44-32)17-24-23(9-10-27(39)33(24,4)5)34(31,6)13-14-35(22,36)7/h15,17,20-23,25-32,37-42H,9-14,16,18H2,1-8H3/t20-,21+,22-,23-,25+,26-,27+,28-,29-,30-,31-,32-,34+,35-,36+/m1/s1

> <INCHI_KEY>
POYBZOIHJHDZFP-MNOOCEDISA-N

> <FORMULA>
C36H60O8

> <MOLECULAR_WEIGHT>
620.868

> <EXACT_MASS>
620.428818892

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
71.26391078071234

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5S,6R)-2-{[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-14-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.595826295999999

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199907845099712

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210094741544877

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7447649501754311

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
170.17860000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S,6R)-2-{[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-14-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       5.978  -0.043   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.032   4.031   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.555   5.479   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.563   6.657   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.047   6.386   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.086   8.105   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.093   9.282   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.602   8.376   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.125   9.824   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.594   7.199   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.110   7.470   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.103   6.292   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.071   5.750   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.519   3.664   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.381   2.992   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       8.017   1.676   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.355   2.629   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0       1.411   0.026   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.452  -1.269   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.558  -2.907   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.613  -4.122   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.088  -3.912   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       2.193  -5.549   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.248  -6.765   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.829  -8.191   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.277  -6.554   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27   33                                             
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    5                                                       
CONECT   16    3   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   26   27                                             
CONECT   26   25                                                            
CONECT   27   25    2   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   37                                             
CONECT   32   31                                                            
CONECT   33   31    2   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   31   38   39                                             
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₆₀O₈

Average Mass

620.8680 Da

Monoisotopic Mass

620.42882 Da

IUPAC Name

(2R,3R,4R,5S,6R)-2-{[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-14-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2(C)[C@]3([H])[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]4O)C=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C)[C@H](C)C[C@@H](O)C=C(C)C

InChI Identifier

InChI=1S/C36H60O8/c1-19(2)15-21(38)16-20(3)22-11-12-36(8)31-25(43-32-30(42)29(41)28(40)26(18-37)44-32)17-24-23(9-10-27(39)33(24,4)5)34(31,6)13-14-35(22,36)7/h15,17,20-23,25-32,37-42H,9-14,16,18H2,1-8H3/t20-,21+,22-,23-,25+,26-,27+,28-,29-,30-,31-,32-,34+,35-,36+/m1/s1

InChI Key

POYBZOIHJHDZFP-MNOOCEDISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Momordica balsamina	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
23-hydroxysteroid
3-hydroxy-delta-5-steroid
14-alpha-methylsteroid
3-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.56	ALOGPS
logP	3.6	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-0.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	170.18 m³·mol⁻¹	ChemAxon
Polarizability	71.26 Å³	ChemAxon
Number of Rings	5	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

C00052864

Chemspider ID

28492152

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57390193

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rocha E Silva LF, Ramalhete C, Nogueira KL, Mulhovo S, Ferreira MJ, Pohlit AM: In vivo evaluation of isolated triterpenes and semi-synthetic derivatives as antimalarial agents. Eur J Med Chem. 2015 Sep 18;102:398-402. doi: 10.1016/j.ejmech.2015.08.022. Epub 2015 Aug 13. [PubMed:26301556 ]
Ramalhete C, da Cruz FP, Lopes D, Mulhovo S, Rosario VE, Prudencio M, Ferreira MJ: Triterpenoids as inhibitors of erythrocytic and liver stages of Plasmodium infections. Bioorg Med Chem. 2011 Dec 15;19(24):7474-81. doi: 10.1016/j.bmc.2011.10.044. Epub 2011 Oct 20. [PubMed:22071523 ]

Showing NP-Card for Balsaminoside B (NP0083904)

MOL for NP0083904 (Balsaminoside B)

3D MOL for NP0083904 (Balsaminoside B)

3D SDF for NP0083904 (Balsaminoside B)

3D-SDF for NP0083904 (Balsaminoside B)

PDB for NP0083904 (Balsaminoside B)

3D PDB for NP0083904 (Balsaminoside B)

SMILES for NP0083904 (Balsaminoside B)

INCHI for NP0083904 (Balsaminoside B)

Structure for NP0083904 (Balsaminoside B)

3D Structure for NP0083904 (Balsaminoside B)