NP-MRD: Showing NP-Card for 12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid (NP0146609)

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Record Information

Version

2.0

Created at

2022-09-02 02:02:34 UTC

Updated at

2022-09-02 02:02:34 UTC

NP-MRD ID

NP0146609

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid

Description

12-Hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]Tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid belongs to the class of organic compounds known as melodinus alkaloids. These are alkaloids with a structure that is based on the melodinus skeleton. This backbone is a pentacyclic structure that contains a tetrahydroquinoline and an indolizine joined to each other through a cyclopentane. 12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid is found in Kopsia singapurensis. 12-Hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]Tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241515182D          

 35 40  0  0  0  0            999 V2000
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122   -0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -3.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 17 18  1  0  0  0  0
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 19 20  1  0  0  0  0
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 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
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 18 32  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

     RDKit          3D

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   -0.0976   -3.3396   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725   -3.1951   -1.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186   -2.0214   -0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -2.1337   -1.0555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6785   -3.5111   -1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050   -3.9732   -1.8419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.0474    0.4056 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3980   -0.2437    1.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5540   -1.2138    2.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4730   -1.1720    1.2193 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071   -1.4523    1.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009   -1.3595   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9716   -0.3293   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1272    0.6892   -0.3205 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1347    1.6380    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1093    1.8575    1.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1012    2.2822   -0.4353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    1.5859   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2529    2.2143   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2298    1.1388   -0.2856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1253    1.4443    0.1638 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.2022    0.1061    0.6339 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.9270   -0.7582    2.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7185   -0.4160    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169   -2.4769   -0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3236   -4.2513   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110   -3.9570   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5617   -0.7085    2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337   -0.9789    3.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0845   -2.2098    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9287   -2.1520   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0160    2.4268   -1.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8554    1.0850   -2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9706    2.4187   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6685    2.5461    0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8644    3.0561   -0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5509    1.6178    2.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
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 25 51  1  0
M  END


  Mrv1533004241515182D          

 35 40  0  0  0  0            999 V2000
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5122   -0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1854    0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -3.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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 22 32  1  0  0  0  0
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 18 32  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146609

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=C3OCOC3=CC=C2C23CCN4CC=CC(CCC2C1(O)C(=O)OC)(C34)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26N2O9/c1-32-20(29)24(31)15-6-8-22(19(27)28)7-3-10-25-11-9-23(15,18(22)25)13-4-5-14-17(35-12-34-14)16(13)26(24)21(30)33-2/h3-5,7,15,18,31H,6,8-12H2,1-2H3,(H,27,28)

> <INCHI_KEY>
RCDOQWVYVWOCHW-UHFFFAOYSA-N

> <FORMULA>
C24H26N2O9

> <MOLECULAR_WEIGHT>
486.477

> <EXACT_MASS>
486.163830425

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.38535798402802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,17-tetraene-16-carboxylic acid

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
-1.163470911455399

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.36507520870967

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.662503834695018

> <JCHEM_PKA_STRONGEST_BASIC>
8.905509114892473

> <JCHEM_POLAR_SURFACE_AREA>
135.07

> <JCHEM_REFRACTIVITY>
118.3593

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,17-tetraene-16-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.134  -0.476   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.039   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.134   2.016   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.423  -0.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.813   0.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.186   1.667   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.725  -4.440   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.279  -4.440   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.095  -5.746   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.740  -4.493   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.017  -5.853   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   15                                                  
CONECT   15   14   16   25   32                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   32                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   32   33                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   15   26                                                  
CONECT   26   25    5   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   22   15   18                                                  
CONECT   33   22   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Value	Source
12-Hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0,.0,.0,.0,]tricosa-2(10),3,5(9),17-tetraene-16-carboxylate	Generator
12-Hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylate	Generator

Chemical Formula

C₂₄H₂₆N₂O₉

Average Mass

486.4770 Da

Monoisotopic Mass

486.16383 Da

IUPAC Name

12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,17-tetraene-16-carboxylic acid

Traditional Name

12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,17-tetraene-16-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=C3OCOC3=CC=C2C23CCN4CC=CC(CCC2C1(O)C(=O)OC)(C34)C(O)=O

InChI Identifier

InChI=1S/C24H26N2O9/c1-32-20(29)24(31)15-6-8-22(19(27)28)7-3-10-25-11-9-23(15,18(22)25)13-4-5-14-17(35-12-34-14)16(13)26(24)21(30)33-2/h3-5,7,15,18,31H,6,8-12H2,1-2H3,(H,27,28)

InChI Key

RCDOQWVYVWOCHW-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
Kopsia singapurensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melodinus alkaloids. These are alkaloids with a structure that is based on the melodinus skeleton. This backbone is a pentacyclic structure that contains a tetrahydroquinoline and an indolizine joined to each other through a cyclopentane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Melodinus alkaloids

Sub Class

Not Available

Direct Parent

Melodinus alkaloids

Alternative Parents

Substituents

Melodinus skeleton
Phenanthridine
Benzoquinoline
1,8-phenanthroline
Alpha-amino acid ester
Alpha-amino acid or derivatives
Quinoline
Tetrahydroquinoline
Indole or derivatives
Benzodioxole
Aralkylamine
Dicarboxylic acid or derivatives
N-alkylpyrrolidine
Benzenoid
Carbamic acid ester
Pyrrolidine
Methyl ester
Tertiary aliphatic amine
Tertiary amine
Carbonic acid derivative
Carboxylic acid ester
Amino acid or derivatives
Amino acid
Acetal
Alkanolamine
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Azacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.32	ALOGPS
logP	-1.2	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.66	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	135.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.36 m³·mol⁻¹	ChemAxon
Polarizability	47.39 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid (NP0146609)

MOL for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

3D MOL for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

3D SDF for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

3D-SDF for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

PDB for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

3D PDB for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

SMILES for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

INCHI for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

Structure for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)

3D Structure for NP0146609 (12-hydroxy-11,12-bis(methoxycarbonyl)-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),17-tetraene-16-carboxylic acid)