NP-MRD: Showing NP-Card for Thiocolchicine (NP0072470)

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Record Information

Version

1.0

Created at

2022-04-28 17:49:36 UTC

Updated at

2022-04-28 17:49:36 UTC

NP-MRD ID

NP0072470

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thiocolchicine

Description

N-[(10S)-3,4,5-trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0²,⁷]Hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid belongs to the class of organic compounds known as tropones. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group. Thiocolchicine is found in Colchicum autumnale L. . N-[(10S)-3,4,5-trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0²,⁷]Hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306031608032D          

 30 32  0  0  1  0            999 V2000
    1.3919    4.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5239   -0.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6402   -1.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291   -0.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250    0.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    2.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660    3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750    0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    1.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    1.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    4.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523    1.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004    1.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2892    2.7096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8612    1.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    0.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    1.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018    0.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9161    3.2459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    4.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    1.5248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2491    0.7682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1765   -0.4856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5544   -0.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3678    0.0116    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    3.5257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  1  1  4  0  0  0
 13  6  1  0  0  0  0
 13 10  2  0  0  0  0
 14  7  2  0  0  0  0
 15 11  2  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19  9  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 12  2  0  0  0  0
 16 23  1  6  0  0  0
 24 12  1  0  0  0  0
 25 17  2  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 27 21  1  0  0  0  0
 28  4  1  0  0  0  0
 28 22  1  0  0  0  0
 29  5  1  0  0  0  0
 29 19  1  0  0  0  0
 16 30  1  1  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    4.6729   -3.4654    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007   -2.1125   -0.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698   -1.5125    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2310   -2.2631    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0196   -1.7052    0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -0.3397    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8425    0.4321   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6211    1.7502   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129    2.1501   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -0.1596   -0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1654    0.5176   -0.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0896    1.2014    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543    0.4490    0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806    1.6534    1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858    2.8518    1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8100    3.1324    0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    4.8497    0.7964 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0984    5.6604   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7936    2.2265    0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9321    2.7059    0.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.8299    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    0.0176    0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -1.3767    0.6916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4443   -1.5110   -0.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6906   -2.1745   -1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0651   -2.1670   -1.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -2.9113   -1.7115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2218   -2.4308    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725   -2.5815    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -3.7137    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -4.1481   -0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7425   -3.7357    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3490   -3.3222    0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    3.1762   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.4978   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507    2.2379   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    1.3093    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2718    2.2434   -0.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    0.7084    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1615    1.5699    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0936    3.7200    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954    6.6869   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    5.8070   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3805    5.1586   -1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722    0.3091    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4462   -1.5047    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0859   -1.6990   -2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7794   -1.6167   -0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4445   -3.2077   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -3.7357   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7518   -3.4008    0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7726   -2.2421   -0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2827   -3.6102    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3793   -2.2055    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 28  1  0
 28 29  1  0
 29  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 10  7  1  0
  7  8  1  0
  8  9  1  0
  7  6  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 22 23  1  0
  6  5  1  0
 22 13  1  0
 23 46  1  1
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
  4 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 14 40  1  0
 15 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 21 45  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
M  END


  Mrv1652306031608032D          

 30 32  0  0  1  0            999 V2000
    1.3919    4.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5239   -0.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6402   -1.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291   -0.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250    0.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    2.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660    3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750    0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    1.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    1.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    4.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523    1.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004    1.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2892    2.7096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8612    1.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    0.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055    0.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    1.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018    0.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9161    3.2459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    4.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    1.5248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2491    0.7682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1765   -0.4856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5544   -0.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3678    0.0116    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    3.5257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  1  1  4  0  0  0
 13  6  1  0  0  0  0
 13 10  2  0  0  0  0
 14  7  2  0  0  0  0
 15 11  2  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19  9  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 12  2  0  0  0  0
 16 23  1  6  0  0  0
 24 12  1  0  0  0  0
 25 17  2  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 27 21  1  0  0  0  0
 28  4  1  0  0  0  0
 28 22  1  0  0  0  0
 29  5  1  0  0  0  0
 29 19  1  0  0  0  0
 16 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0072470

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CCC2=CC(OC)=C(OC)C(OC)=C2C2=CC=C(SC)C(=O)C=C12)N=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO5S/c1-12(24)23-16-8-6-13-10-18(26-2)21(27-3)22(28-4)20(13)14-7-9-19(29-5)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

> <INCHI_KEY>
CMEGANPVAXDBPL-INIZCTEOSA-N

> <FORMULA>
C22H25NO5S

> <MOLECULAR_WEIGHT>
415.5

> <EXACT_MASS>
415.145344083

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.81208709167234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(10S)-3,4,5-trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
3.0692888709999995

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.604027819110076

> <JCHEM_PKA_STRONGEST_BASIC>
3.1658427833324754

> <JCHEM_POLAR_SURFACE_AREA>
77.35000000000001

> <JCHEM_REFRACTIVITY>
117.92409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(10S)-3,4,5-trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       2.598   8.574   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.578  -0.018   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.062  -2.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.548  -1.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.833   0.633   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.234   4.962   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.410   0.844   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.870   5.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.820   0.224   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.038   3.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.473   3.622   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.428   7.573   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.524   3.450   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.016   2.333   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.934   3.569   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.540   5.058   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.474   2.452   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.551   1.716   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.184   0.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.523   2.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.550   0.546   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.036   0.828   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       1.710   6.059   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      -0.024   8.086   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.963   2.846   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -6.065   1.434   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.063  -0.906   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.035  -0.343   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0       4.420   0.022   0.000  0.00  0.00           S+0
HETATM   30  H   UNK     0       0.315   6.581   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   26                                                            
CONECT    3   27                                                            
CONECT    4   28                                                            
CONECT    5   29                                                            
CONECT    6    8   13                                                       
CONECT    7    9   14                                                       
CONECT    8    6   16                                                       
CONECT    9    7   19                                                       
CONECT   10   13   18                                                       
CONECT   11   15   17                                                       
CONECT   12    1   23   24                                                  
CONECT   13    6   10   20                                                  
CONECT   14    7   15   20                                                  
CONECT   15   11   14   16                                                  
CONECT   16    8   15   23   30                                             
CONECT   17   11   19   25                                                  
CONECT   18   10   21   26                                                  
CONECT   19    9   17   29                                                  
CONECT   20   13   14   22                                                  
CONECT   21   18   22   27                                                  
CONECT   22   20   21   28                                                  
CONECT   23   12   16                                                       
CONECT   24   12                                                            
CONECT   25   17                                                            
CONECT   26    2   18                                                       
CONECT   27    3   21                                                       
CONECT   28    4   22                                                       
CONECT   29    5   19                                                       
CONECT   30   16                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidate	Generator
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidate	Generator
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid	Generator
Thiocholchicine	MeSH
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidate	Generator
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidate	Generator
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid	Generator

Chemical Formula

C₂₂H₂₅NO₅S

Average Mass

415.5000 Da

Monoisotopic Mass

415.14534 Da

IUPAC Name

N-[(10S)-3,4,5-trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid

Traditional Name

N-[(10S)-3,4,5-trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CCC2=CC(OC)=C(OC)C(OC)=C2C2=CC=C(SC)C(=O)C=C12)N=C(C)O

InChI Identifier

InChI=1S/C22H25NO5S/c1-12(24)23-16-8-6-13-10-18(26-2)21(27-3)22(28-4)20(13)14-7-9-19(29-5)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

InChI Key

CMEGANPVAXDBPL-INIZCTEOSA-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
Colchicum autumnale	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropones. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group.

Kingdom

Organic compounds

Super Class

Hydrocarbon derivatives

Class

Tropones

Sub Class

Not Available

Direct Parent

Tropones

Alternative Parents

Substituents

Aryl thioether
Anisole
Tropone
Alkyl aryl ether
Alkylarylthioether
Benzenoid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Cyclic ketone
Carboxylic acid derivative
Ether
Thioether
Sulfenyl compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organosulfur compound
Organic oxide
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.74	ALOGPS
logP	3.07	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	5.6	ChemAxon
pKa (Strongest Basic)	3.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.92 m³·mol⁻¹	ChemAxon
Polarizability	44.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

17648

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Thiocolchicine (NP0072470)

MOL for NP0072470 (Thiocolchicine)

3D MOL for NP0072470 (Thiocolchicine)

3D SDF for NP0072470 (Thiocolchicine)

3D-SDF for NP0072470 (Thiocolchicine)

PDB for NP0072470 (Thiocolchicine)

3D PDB for NP0072470 (Thiocolchicine)

SMILES for NP0072470 (Thiocolchicine)

INCHI for NP0072470 (Thiocolchicine)

Structure for NP0072470 (Thiocolchicine)

3D Structure for NP0072470 (Thiocolchicine)