NP-MRD: Showing NP-Card for (3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate (NP0189519)

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Record Information

Version

2.0

Created at

2022-09-04 06:00:54 UTC

Updated at

2022-09-04 06:00:54 UTC

NP-MRD ID

NP0189519

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate

Description

(3S,4S,6S,6aR,10S,13R,17aS,17bR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,5H,6H,6aH,9H,10H,13H,14H,17H,17bH-cyclotrideca[e]isoindol-13-yl acetate belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on (3S,4S,6S,6aR,10S,13R,17aS,17bR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,5H,6H,6aH,9H,10H,13H,14H,17H,17bH-cyclotrideca[e]isoindol-13-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042208002D          

 42 46  0  0  1  0            999 V2000
   -1.1119   -0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3975   -1.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -0.7278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3170    0.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.1403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4149   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938    0.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842   -0.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1529    0.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313   -0.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287   -1.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -1.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313   -2.3539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9618   -2.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591   -2.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -1.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896   -2.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842   -2.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1529   -3.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128   -3.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938   -3.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0635   -3.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1914   -5.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441   -6.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -6.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495   -6.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -5.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -5.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -2.3778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3975   -1.9653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1119   -2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
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 12 13  1  0  0  0  0
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  5 25  1  0  0  0  0
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 40 29  1  6  0  0  0
 25 40  1  0  0  0  0
 40 41  1  0  0  0  0
  2 41  1  0  0  0  0
 41 42  1  6  0  0  0
M  END

     RDKit          3D

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   -0.0265   -3.0674    0.4917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7953   -3.6860    1.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7650   -1.8562   -0.1161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9124   -2.3494   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4746   -1.1005    1.2482 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.8321    1.1956    0.4393 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.6100    1.3122   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0015    2.5336   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8148    2.5582    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8383    1.8639    1.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7420    1.3355   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690   -0.5855   -0.2034 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.7596   -0.8559    1.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7452    0.3898   -0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309042208002D          

 42 46  0  0  1  0            999 V2000
   -1.1119   -0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3975   -1.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2313   -2.3539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9618   -2.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591   -2.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3896   -2.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842   -2.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1529   -3.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128   -3.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938   -3.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149   -2.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7974   -3.2429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.9653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6446   -2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515   -2.3458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3090   -3.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -3.1848    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0635   -3.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -4.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761   -4.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761   -5.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -5.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441   -6.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -6.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495   -6.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -5.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -5.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -2.3778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3975   -1.9653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1119   -2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 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  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 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
 23 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 31 39  1  0  0  0  0
 34 39  1  0  0  0  0
 40 29  1  6  0  0  0
 25 40  1  0  0  0  0
 40 41  1  0  0  0  0
  2 41  1  0  0  0  0
 41 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0189519

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2[C@H](CC3=CNC4=CC=CC=C34)N=C(O)[C@@]22[C@@H](\C=C/C[C@H](C)\C=C(C)/[C@@H](OC(C)=O)C(=O)\C=C/C2=O)[C@H](O)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C34H38N2O6/c1-18-9-8-11-25-31(40)21(4)20(3)30-27(16-23-17-35-26-12-7-6-10-24(23)26)36-33(41)34(25,30)29(39)14-13-28(38)32(19(2)15-18)42-22(5)37/h6-8,10-15,17-18,20,25,27,30-32,35,40H,4,9,16H2,1-3,5H3,(H,36,41)/b11-8-,14-13-,19-15-/t18-,20+,25-,27-,30-,31+,32+,34+/m0/s1

> <INCHI_KEY>
YLUDCJQWXLSNNQ-NDZYRHELSA-N

> <FORMULA>
C34H38N2O6

> <MOLECULAR_WEIGHT>
570.686

> <EXACT_MASS>
570.272986952

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.18060995991761

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,6S,6aR,10S,13R,17aS,17bR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,5H,6H,6aH,9H,10H,13H,14H,17H,17bH-cyclotrideca[e]isoindol-13-yl acetate

> <JCHEM_LOGP>
4.0665025970977595

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.76823376363178

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.616698696436124

> <JCHEM_PKA_STRONGEST_BASIC>
5.318920370248383

> <JCHEM_POLAR_SURFACE_AREA>
129.05

> <JCHEM_REFRACTIVITY>
162.27749999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S,6S,6aR,10S,13R,17aS,17bR)-1,6-dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,6H,6aH,9H,10H,13H,17bH-cyclotrideca[e]isoindol-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.076  -1.359   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.742  -2.129   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.592  -1.359   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.592   0.181   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.925  -2.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.641  -0.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.909   0.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.437   0.295   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.877  -0.251   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.752   1.017   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.898  -1.403   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.267  -2.899   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.807  -2.899   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.898  -4.394   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.262  -5.110   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.564  -4.286   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.502  -2.748   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.927  -5.002   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.877  -5.547   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.752  -6.814   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.437  -6.093   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.909  -5.907   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.641  -5.032   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.488  -6.053   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.925  -3.669   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.070  -4.699   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.576  -4.379   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       2.444  -6.106   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       0.912  -5.945   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.119  -7.089   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.357  -8.554   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.822  -9.030   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       1.822 -10.570   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       0.357 -11.046   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.269 -12.453   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.801 -12.614   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.706 -11.368   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.079  -9.961   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.548  -9.800   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.592  -4.439   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.742  -3.669   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.076  -4.439   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   41                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    5   26   40                                             
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   40                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   31   34                                                  
CONECT   40   29   25   41                                                  
CONECT   41   40    2   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
(3S,4S,6S,6AR,10S,13R,17as,17BR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,5H,6H,6ah,9H,10H,13H,14H,17H,17BH-cyclotrideca[e]isoindol-13-yl acetic acid	Generator

Chemical Formula

C₃₄H₃₈N₂O₆

Average Mass

570.6860 Da

Monoisotopic Mass

570.27299 Da

IUPAC Name

(3S,4S,6S,6aR,10S,13R,17aS,17bR)-1,6-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,5H,6H,6aH,9H,10H,13H,14H,17H,17bH-cyclotrideca[e]isoindol-13-yl acetate

Traditional Name

(3S,4S,6S,6aR,10S,13R,17aS,17bR)-1,6-dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3H,4H,6H,6aH,9H,10H,13H,17bH-cyclotrideca[e]isoindol-13-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2[C@H](CC3=CNC4=CC=CC=C34)N=C(O)[C@@]22[C@@H](\C=C/C[C@H](C)\C=C(C)/[C@@H](OC(C)=O)C(=O)\C=C/C2=O)[C@H](O)C1=C

InChI Identifier

InChI=1S/C34H38N2O6/c1-18-9-8-11-25-31(40)21(4)20(3)30-27(16-23-17-35-26-12-7-6-10-24(23)26)36-33(41)34(25,30)29(39)14-13-28(38)32(19(2)15-18)42-22(5)37/h6-8,10-15,17-18,20,25,27,30-32,35,40H,4,9,16H2,1-3,5H3,(H,36,41)/b11-8-,14-13-,19-15-/t18-,20+,25-,27-,30-,31+,32+,34+/m0/s1

InChI Key

YLUDCJQWXLSNNQ-NDZYRHELSA-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 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Isoindole
Alpha-acyloxy ketone
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Pyrroline
Pyrrole
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	4.07	ChemAxon
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	5.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	162.28 m³·mol⁻¹	ChemAxon
Polarizability	61.18 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58116274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162881409

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate (NP0189519)

MOL for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

3D MOL for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

3D SDF for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

3D-SDF for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

PDB for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

3D PDB for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

SMILES for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

INCHI for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

Structure for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)

3D Structure for NP0189519 ((3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-14,17-dioxo-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate)