NP-MRD: Showing NP-Card for colcemid (NP0294552)

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Record Information

Version

2.0

Created at

2022-09-10 03:09:12 UTC

Updated at

2022-09-10 03:09:12 UTC

NP-MRD ID

NP0294552

Secondary Accession Numbers

None

Natural Product Identification

Common Name

colcemid

Description

Demecolcine, also known as colcemid or reichstein's F, 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. A secondary amino compound that is (S)-colchicine in which the N-acetyl group is replaced by an N-methyl group. colcemid is found in Androcymbium palaestinum, Calochortus venustus, Colchicum alpinum, Colchicum arenarium, Colchicum autumnale, Colchicum bornmuelleri, Colchicum crocifolium, Colchicum laetum, Colchicum ritchii, Colchicum schimperi, Colchicum soboliferum, Colchicum speciosum, Colchicum szovitsii, Colchicum robustum and Sandersonia aurantiaca. colcemid was first documented in 1975 (PMID: 1061646). Demecolcine is a very strong basic compound (based on its pKa) (PMID: 20082301).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004221603012D          

 28 30  0  0  1  0            999 V2000
    1.6940    2.9711    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
   -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
   -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
   -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
    1.7055    0.5035    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
   -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
    2.6587    1.5248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3678    0.0116    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
    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  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  2  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22  1  1  0  0  0  0
 15 22  1  6  0  0  0
 23 16  2  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 25  3  1  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 20  1  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 15 28  1  1  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.1210   -3.8727    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8450   -2.5378   -0.3711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9895   -1.8924    0.6046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7156   -2.6595    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564   -2.7255   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -1.5699   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189   -1.8382   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -0.8157   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5913   -1.1119   -0.7047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0132   -2.4300   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    0.4997   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    1.5017   -0.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4062    1.9430    0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    0.7841   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    2.0609    0.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9356    2.5740    1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.2440   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7625    0.2371   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637    1.4569   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5776    2.4733   -0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    2.4807   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5786    3.6230   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336    4.8264   -0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    1.4394    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5692    1.7134    1.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    0.1350    0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384   -0.4444    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -4.2606   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3206   -4.5587   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0752   -3.9452    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -2.0040   -0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4663   -1.9789    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9536   -3.6866    0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -2.2159    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5920   -3.6636   -0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -2.4828   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6170   -2.8732   -0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0935   -2.4711   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716   -2.8405   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -3.0669   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    3.0510    1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    1.4574    1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4961    1.7494    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2132    3.4141    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632    2.9929    1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753    1.7967    2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724    1.5212   -1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754    3.4021   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049    5.1530   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201    5.6191   -0.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    4.7755   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6836   -0.4912    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
  3  2  1  0
  2  1  1  0
 27  3  1  0
 17  6  1  0
 27 18  1  0
  3 32  1  1
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 26 52  1  0
  2 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END


  Mrv1572004221603012D          

 28 30  0  0  1  0            999 V2000
    1.6940    2.9711    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
   -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
   -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
   -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
    1.7055    0.5035    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
   -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
    2.6587    1.5248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3678    0.0116    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
    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  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  2  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22  1  1  0  0  0  0
 15 22  1  6  0  0  0
 23 16  2  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 25  3  1  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 20  1  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 15 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0294552

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1

> <INCHI_KEY>
NNJPGOLRFBJNIW-HNNXBMFYSA-N

> <FORMULA>
C21H25NO5

> <MOLECULAR_WEIGHT>
371.433

> <EXACT_MASS>
371.173272909

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.25226100481817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10S)-3,4,5,14-tetramethoxy-10-(methylamino)tricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-13-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.0757223610000013

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.95792944995127

> <JCHEM_PKA_STRONGEST_BASIC>
9.696083981547261

> <JCHEM_POLAR_SURFACE_AREA>
66.02000000000001

> <JCHEM_REFRACTIVITY>
106.70639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
colcemid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       3.162   5.546   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.833   0.633   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.578  -0.018   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.062  -2.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.548  -1.795   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      -2.524   3.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.016   2.333   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.934   3.569   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.540   5.058   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.474   2.452   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.184   0.940   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      -1.523   2.280   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.550   0.546   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.036   0.828   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.710   6.059   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       4.963   2.846   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.420   0.022   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -6.065   1.434   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.063  -0.906   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.035  -0.343   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0       0.315   6.581   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6    8   12                                                       
CONECT    7    9   13                                                       
CONECT    8    6   15                                                       
CONECT    9    7   17                                                       
CONECT   10   12   18                                                       
CONECT   11   14   16                                                       
CONECT   12    6   10   19                                                  
CONECT   13    7   14   19                                                  
CONECT   14   11   13   15                                                  
CONECT   15    8   14   22   28                                             
CONECT   16   11   17   23                                                  
CONECT   17    9   16   24                                                  
CONECT   18   10   20   25                                                  
CONECT   19   12   13   21                                                  
CONECT   20   18   21   26                                                  
CONECT   21   19   20   27                                                  
CONECT   22    1   15                                                       
CONECT   23   16                                                            
CONECT   24    2   17                                                       
CONECT   25    3   18                                                       
CONECT   26    4   20                                                       
CONECT   27    5   21                                                       
CONECT   28   15                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
(-)-Colchamine	ChEBI
Colcemid	ChEBI
Demecolcina	ChEBI
Demecolcinum	ChEBI
N-Deacetyl-N-methylcolchicine	ChEBI
N-Desacetyl-N-methylcolchicine	ChEBI
N-Methyl-N-deacetylcolchicine	ChEBI
N-Methyl-N-desacetylcolchicine	ChEBI
Reichstein's F	ChEBI
Santavy's substance F	ChEBI
Demecolcine	ChEBI
Demecolcine, (+-)-isomer	MeSH
Colcemide	MeSH
Colchamine	MeSH

Chemical Formula

C₂₁H₂₅NO₅

Average Mass

371.4330 Da

Monoisotopic Mass

371.17327 Da

IUPAC Name

(10S)-3,4,5,14-tetramethoxy-10-(methylamino)tricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-13-one

Traditional Name

colcemid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1

InChI Key

NNJPGOLRFBJNIW-HNNXBMFYSA-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
Androcymbium palaestinum	LOTUS Database	35616633
Calochortus venustus	LOTUS Database	35616633
Colchicum alpinum	LOTUS Database	35616633
Colchicum arenarium	LOTUS Database	35616633
Colchicum autumnale	LOTUS Database	35616633
Colchicum bornmuelleri Freyn	LOTUS Database	35616633
Colchicum crocifolium	LOTUS Database	35616633
Colchicum laetum	LOTUS Database	35616633
Colchicum ritchii	LOTUS Database	35616633
Colchicum schimperi	LOTUS Database	35616633
Colchicum soboliferum	LOTUS Database	35616633
Colchicum speciosum	LOTUS Database	35616633
Colchicum szovitsii	LOTUS Database	35616633
Merendera robusta	LOTUS Database	35616633
Sandersonia aurantiaca	LOTUS Database	35616633

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

Anisole
Tropone
Alkyl aryl ether
Aralkylamine
Benzenoid
Cyclic ketone
Secondary aliphatic amine
Ether
Secondary amine
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

alkaloid (CHEBI:4393 )
secondary amino compound (CHEBI:4393 )

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	2.52	ALOGPS
logP	2.08	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	16.96	ChemAxon
pKa (Strongest Basic)	9.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.02 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.71 m³·mol⁻¹	ChemAxon
Polarizability	40.25 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

DB13318

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00027138

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Demecolcine

METLIN ID

Not Available

PubChem Compound

220401

PDB ID

Not Available

ChEBI ID

4393

Good Scents ID

Not Available

References

General References

Spiers AS, Kaur J: A reassessment of demecolcine ('Colcemid') in the treatment of chronic granulocytic leukaemia. Clin Oncol. 1975 Dec;1(4):285-90. [PubMed:1061646 ]
Fujikawa-Yamamoto K, Luo X, Miyagoshi M, Yamagishi H: DNA stable pentaploid H1 (ES) cells obtained from an octaploid cell induced from tetraploid cells polyploidized using demecolcine. J Cell Physiol. 2010 May;223(2):369-75. doi: 10.1002/jcp.22042. [PubMed:20082301 ]
LOTUS database [Link]

Showing NP-Card for colcemid (NP0294552)

MOL for NP0294552 (colcemid)

3D MOL for NP0294552 (colcemid)

3D SDF for NP0294552 (colcemid)

3D-SDF for NP0294552 (colcemid)

PDB for NP0294552 (colcemid)

3D PDB for NP0294552 (colcemid)

SMILES for NP0294552 (colcemid)

INCHI for NP0294552 (colcemid)

Structure for NP0294552 (colcemid)

3D Structure for NP0294552 (colcemid)