NP-MRD: Showing NP-Card for (-)-Penicilloside C (NP0075650)

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Record Information

Version

2.0

Created at

2022-04-28 20:54:36 UTC

Updated at

2022-04-28 20:54:36 UTC

NP-MRD ID

NP0075650

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Penicilloside C

Description

(1R,2S,5S,7S,10S,11S,12R,14S,15R)-10,11-dihydroxy-5-{[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,15-dimethyl-14-[(1S)-1-{[(2S)-2-methylbutanoyl]oxy}ethyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-12-yl benzoate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. (-)-Penicilloside C is found in Caralluma penicillata. Based on a literature review very few articles have been published on (1R,2S,5S,7S,10S,11S,12R,14S,15R)-10,11-dihydroxy-5-{[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,15-dimethyl-14-[(1S)-1-{[(2S)-2-methylbutanoyl]oxy}ethyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-12-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222542D          

 73 80  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6838    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.0278    2.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9384    5.1121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.5657    6.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0626    3.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    3.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5308    5.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    4.0458    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
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 16 17  1  0  0  0  0
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 18 19  1  0  0  0  0
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 23 24  2  0  0  0  0
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 21 26  1  0  0  0  0
 15 27  1  6  0  0  0
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 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  1  0  0  0
 12 36  1  6  0  0  0
 11 37  1  6  0  0  0
  8 38  1  6  0  0  0
  5 39  1  6  0  0  0
  2 40  1  6  0  0  0
 41 40  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  1  0  0  0
 45 48  1  6  0  0  0
 48 49  1  0  0  0  0
 44 50  1  6  0  0  0
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 51 52  1  0  0  0  0
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 53 54  1  0  0  0  0
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 60 69  1  6  0  0  0
 54 70  1  1  0  0  0
 53 71  1  6  0  0  0
 52 72  1  1  0  0  0
 43 73  1  6  0  0  0
M  END

     RDKit          3D

153160  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282222542D          

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 19 20  2  0  0  0  0
 19 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
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 15 27  1  6  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  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  1  0  0  0
 12 36  1  6  0  0  0
 11 37  1  6  0  0  0
  8 38  1  6  0  0  0
  5 39  1  6  0  0  0
  2 40  1  6  0  0  0
 41 40  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  1  0  0  0
 45 48  1  6  0  0  0
 48 49  1  0  0  0  0
 44 50  1  6  0  0  0
 51 50  1  6  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 51 56  1  0  0  0  0
 55 57  1  6  0  0  0
 57 58  1  0  0  0  0
 59 58  1  1  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 59 64  1  0  0  0  0
 63 65  1  1  0  0  0
 65 66  1  0  0  0  0
 62 67  1  6  0  0  0
 61 68  1  1  0  0  0
 60 69  1  6  0  0  0
 54 70  1  1  0  0  0
 53 71  1  6  0  0  0
 52 72  1  1  0  0  0
 43 73  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0075650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)C(=O)O[C@@H](C)[C@H]1C[C@@H](OC(=O)C2=CC=CC=C2)[C@@]2(O)[C@]1(C)CC[C@@H]1[C@@]3(C)CC[C@@H](C[C@@H]3CC[C@@]21O)O[C@@H]1O[C@H](C)[C@H](O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](OC)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C52H80O21/c1-8-24(2)44(61)67-25(3)30-21-34(72-45(62)27-12-10-9-11-13-27)52(64)50(30,6)18-16-33-49(5)17-15-29(20-28(49)14-19-51(33,52)63)69-48-41(60)43(65-7)42(26(4)68-48)73-47-40(59)38(57)36(55)32(71-47)23-66-46-39(58)37(56)35(54)31(22-53)70-46/h9-13,24-26,28-43,46-48,53-60,63-64H,8,14-23H2,1-7H3/t24-,25-,26+,28-,29-,30+,31+,32+,33+,34+,35+,36+,37-,38-,39+,40+,41+,42-,43+,46+,47-,48-,49-,50+,51-,52+/m0/s1

> <INCHI_KEY>
BDKYXBXEOQIKHZ-KPZCXXNASA-N

> <FORMULA>
C52H80O21

> <MOLECULAR_WEIGHT>
1041.191

> <EXACT_MASS>
1040.519209596

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
153

> <JCHEM_AVERAGE_POLARIZABILITY>
111.45788974380719

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,10S,11S,12R,14S,15R)-10,11-dihydroxy-5-{[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,15-dimethyl-14-[(1S)-1-{[(2S)-2-methylbutanoyl]oxy}ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl benzoate

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
1.6218407680000033

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.114552170905446

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.70157291010074

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483773177512537

> <JCHEM_POLAR_SURFACE_AREA>
319.51

> <JCHEM_REFRACTIVITY>
251.3448000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7S,10S,11S,12R,14S,15R)-10,11-dihydroxy-5-{[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,15-dimethyl-14-[(1S)-1-{[(2S)-2-methylbutanoyl]oxy}ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.230  -0.006   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.078  -0.819   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.028  -2.358   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.436  -0.092   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.744  -0.905   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.102  -0.179   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.152   1.360   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.844   2.173   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.486   1.447   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.032   6.519   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.138   4.882   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.083   6.098   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.503   7.525   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.609   5.887   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.554   7.103   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.079   6.893   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.189   4.461   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.764   0.984   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.331   0.781   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      10.961   3.478   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      10.437   4.926   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      11.430   6.104   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.946   5.833   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.469   4.384   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      12.477   3.207   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      13.000   1.759   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      14.985   4.113   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      15.508   2.665   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      13.939   7.010   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      13.416   8.458   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      14.408   9.636   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      13.885  11.084   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      12.369  11.355   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      11.376  10.178   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      11.900   8.729   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       9.860  10.449   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       8.868   9.272   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       7.352   9.543   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       6.359   8.365   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       4.843   8.636   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       4.320  10.085   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       5.313  11.262   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       6.828  10.991   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0       4.789  12.710   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0       3.273  12.982   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0       2.804  10.356   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0       3.850   7.459   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0       6.882   6.917   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      11.846  12.804   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      14.878  12.261   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      15.924   9.365   0.000  0.00  0.00           O+0
HETATM   73  C   UNK     0      10.907   7.552   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   40                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   39                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   38                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   17   37                                             
CONECT   12   11   13   15   36                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   27                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   15   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32                                                            
CONECT   36   12                                                            
CONECT   37   11                                                            
CONECT   38    8                                                            
CONECT   39    5                                                            
CONECT   40    2   41                                                       
CONECT   41   40   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   73                                                  
CONECT   44   43   45   50                                                  
CONECT   45   44   46   48                                                  
CONECT   46   45   41   47                                                  
CONECT   47   46                                                            
CONECT   48   45   49                                                       
CONECT   49   48                                                            
CONECT   50   44   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53   72                                                  
CONECT   53   52   54   71                                                  
CONECT   54   53   55   70                                                  
CONECT   55   54   56   57                                                  
CONECT   56   55   51                                                       
CONECT   57   55   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60   64                                                  
CONECT   60   59   61   69                                                  
CONECT   61   60   62   68                                                  
CONECT   62   61   63   67                                                  
CONECT   63   62   64   65                                                  
CONECT   64   63   59                                                       
CONECT   65   63   66                                                       
CONECT   66   65                                                            
CONECT   67   62                                                            
CONECT   68   61                                                            
CONECT   69   60                                                            
CONECT   70   54                                                            
CONECT   71   53                                                            
CONECT   72   52                                                            
CONECT   73   43                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  160    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,5S,7S,10S,11S,12R,14S,15R)-10,11-Dihydroxy-5-{[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,15-dimethyl-14-[(1S)-1-{[(2S)-2-methylbutanoyl]oxy}ethyl]tetracyclo[8.7.0.0,.0,]heptadecan-12-yl benzoic acid	Generator

Chemical Formula

C₅₂H₈₀O₂₁

Average Mass

1041.1910 Da

Monoisotopic Mass

1040.51921 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C(=O)O[C@@H](C)[C@H]1C[C@@H](OC(=O)C2=CC=CC=C2)[C@@]2(O)[C@]1(C)CC[C@@H]1[C@@]3(C)CC[C@@H](C[C@@H]3CC[C@@]21O)O[C@@H]1O[C@H](C)[C@H](O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](OC)[C@H]1O

InChI Identifier

InChI=1S/C52H80O21/c1-8-24(2)44(61)67-25(3)30-21-34(72-45(62)27-12-10-9-11-13-27)52(64)50(30,6)18-16-33-49(5)17-15-29(20-28(49)14-19-51(33,52)63)69-48-41(60)43(65-7)42(26(4)68-48)73-47-40(59)38(57)36(55)32(71-47)23-66-46-39(58)37(56)35(54)31(22-53)70-46/h9-13,24-26,28-43,46-48,53-60,63-64H,8,14-23H2,1-7H3/t24-,25-,26+,28-,29-,30+,31+,32+,33+,34+,35+,36+,37-,38-,39+,40+,41+,42-,43+,46+,47-,48-,49-,50+,51-,52+/m0/s1

InChI Key

BDKYXBXEOQIKHZ-KPZCXXNASA-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
Caralluma penicillata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Oligosaccharide
Pregnane-skeleton
Steroid ester
Hydroxysteroid
14-hydroxysteroid
O-glycosyl compound
Glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	1.81	ALOGPS
logP	1.62	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.7	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	319.51 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	251.34 m³·mol⁻¹	ChemAxon
Polarizability	111.46 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	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

163103482

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Penicilloside C (NP0075650)

MOL for NP0075650 ((-)-Penicilloside C)

3D MOL for NP0075650 ((-)-Penicilloside C)

3D SDF for NP0075650 ((-)-Penicilloside C)

3D-SDF for NP0075650 ((-)-Penicilloside C)

PDB for NP0075650 ((-)-Penicilloside C)

3D PDB for NP0075650 ((-)-Penicilloside C)

SMILES for NP0075650 ((-)-Penicilloside C)

INCHI for NP0075650 ((-)-Penicilloside C)

Structure for NP0075650 ((-)-Penicilloside C)

3D Structure for NP0075650 ((-)-Penicilloside C)