NP-MRD: Showing NP-Card for Colchisol (NP0051350)

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Record Information

Version

2.0

Created at

2022-04-27 22:44:42 UTC

Updated at

2022-04-27 22:44:42 UTC

NP-MRD ID

NP0051350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Colchisol

Description

(S)-colchicine belongs to the class of organic compounds known as tropones. Colchisol is found in Androcymbium burkei, Androcymbium capense, Androcymbium eucomoides, Androcymbium gramineum McBr., Androcymbium longipes Bak., Androcymbium melanthioides var.stricta Baker., Cochicum steveni Kunth, Colchicum aggripinum Bak., Colchicum alpinum Lam et DC, Colchicum arenarium, Colchicum autmnale, Colchicum autumnale , Colchicum bivonae, Colchicum bornmuelleri Freyn, Colchicum brachyphyllum, Colchicum cilicicum Hayek, Colchicum cornigerum, Colchicum crociflium Schott et Kotschy, Colchicum crocifolium, Colchicum doerfleri, Colchicum hierosolymitanum, Colchicum kesselringii, Colchicum lactum Stev., Colchicum laetum, Colchicum lusitanicum Brot., Colchicum luteum, Colchicum luteum Baker. , Colchicum macedonicum Kos, Colchicum megaphylla, Colchicum montanum L., Colchicum raddeanum, Colchicum ritchii, Colchicum ritchii R. Br. , Colchicum soboliferum, Colchicum speciosum, Colchicum szovitsii, Colchicum tunicatum, Colchicum turcicum, Colchicum turicum, Colchicum variegatum L., Colchicum vernum Ker-Gawl, Colchicum agrippinum, Colchicum byzantinum, Dipidax triquertra Bak., Ginkgo biloba, Gloriosa simplex L., Gloriosa rothschildiana O'brien, Gloriosa virescens Lindl., Iphigenia indica A. Gray, Iphigenia oliveri, Iphigenia pallida Bak., Iphigenia stellata, Littonia modesta Hook, Merendera attica Boiss et Sprun, Merendera bulbocodium, Merendera kurdica, Merendera manissadjianii, Merendera persica Boiss et Kotschy, Merendera raddeana, Colchicum robustum, Merendera robusta Bge., Merendera sobolifera, Merendera trigina Stapf, Nerendera robusta Bge, Ornithogloffum viride Dryand, Ornithoglossum glaucum, Ornithoglossum viride Ait., Salisb. Var. grandiflorum, Sandersonia aurantiaca, Sandersonia aurantica, Sandersonia auranticata Hook, Schelhammera multiflora, Wurmbea dioica, Wurmbea dioica F.Muell. and Wurmbea purpurea. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group (S)-colchicine is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041407042D          

 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
    3.1250    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
    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
    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
   -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
    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  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  9  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 19  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 19  1  0  0  0  0
 28  4  1  0  0  0  0
 28 21  1  0  0  0  0
 29  5  1  0  0  0  0
 29 22  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
   -4.6411   -3.1960    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721   -1.8300    0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -1.2902   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157   -2.0998   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572   -1.5780   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -0.1844   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833    0.6585   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4937    2.0226   -0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2233    2.6255    1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323    0.0913   -0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.8510    0.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5241    1.2272    1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693    0.5745   -0.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    1.6738   -1.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    2.8660   -1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446    3.1942   -0.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466    4.5487   -0.9848 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    5.4743   -1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0365    2.3665   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1706    2.8841   -0.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.9979   -0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    0.1840   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -1.2250   -0.1472 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2807   -1.6155    1.2120 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013   -2.6456    1.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -3.5267    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7888   -2.9914    3.0427 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6150   -2.1282   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -2.5957   -0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3762   -3.5826   -0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7166   -3.3485    0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0256   -3.7865    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -3.1764   -0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2111    2.9750    1.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390    1.9140    1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160    3.5275    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4975    0.7270    1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7850    0.8360    2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551    2.3169    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561    1.4990   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575    3.6656   -1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4363    5.4032   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7525    6.5303   -1.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056    5.3643   -2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305    0.5383    0.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4169   -1.2196   -0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -4.3992    0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545   -3.9385    1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2733   -2.9882    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -3.0882    3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.5880   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651   -3.0120   -1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273   -3.0565    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1044   -3.4463   -1.2763 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  6
 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


  Mrv0541 05041407042D          

 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
    3.1250    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
    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
    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
   -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
    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  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  9  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 19  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 19  1  0  0  0  0
 28  4  1  0  0  0  0
 28 21  1  0  0  0  0
 29  5  1  0  0  0  0
 29 22  1  0  0  0  0
 16 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051350

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

> <INCHI_KEY>
IAKHMKGGTNLKSZ-INIZCTEOSA-N

> <FORMULA>
C22H25NO6

> <MOLECULAR_WEIGHT>
399.437

> <EXACT_MASS>
399.168187537

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
42.56758820097323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(10S)-3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.281592697333333

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.18713369506654

> <JCHEM_PKA_STRONGEST_BASIC>
3.19973759659636

> <JCHEM_POLAR_SURFACE_AREA>
86.58000000000001

> <JCHEM_REFRACTIVITY>
111.89729999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
colchicine, (+-)-

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       0.000   0.000   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   18                                                       
CONECT   10   13   19                                                       
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   18   25                                                  
CONECT   18    9   17   26                                                  
CONECT   19   10   21   27                                                  
CONECT   20   13   14   22                                                  
CONECT   21   19   22   28                                                  
CONECT   22   20   21   29                                                  
CONECT   23   12   16                                                       
CONECT   24   12                                                            
CONECT   25   17                                                            
CONECT   26    2   18                                                       
CONECT   27    3   19                                                       
CONECT   28    4   21                                                       
CONECT   29    5   22                                                       
CONECT   30   16                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
(S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide	ChEBI
7AlphaH-colchicine	ChEBI
Colchicin	ChEBI
Colchicina	ChEBI
Colchicine	ChEBI
Colchicinum	ChEBI
Colchicine, (R)-isomer	MeSH
Colchicine, (+-)-isomer	MeSH

Chemical Formula

C₂₂H₂₅NO₆

Average Mass

399.4370 Da

Monoisotopic Mass

399.16819 Da

IUPAC Name

N-[(10S)-3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid

Traditional Name

colchicine, (+-)-

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

InChI Key

IAKHMKGGTNLKSZ-INIZCTEOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.32 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Androcymbium burkei	Plant	KNApSAcK
Androcymbium capense	Plant	KNApSAcK
Androcymbium eucomoides	Plant	KNApSAcK
Androcymbium gramineum McBr.	Plant	KNApSAcK
Androcymbium longipes Bak.	Plant	KNApSAcK
Androcymbium melanthioides var.stricta Baker.	Plant	KNApSAcK
Cochicum steveni Kunth	-	KNApSAcK
Colchicum aggripinum Bak.	Plant	KNApSAcK
Colchicum alpinum Lam et DC	Plant	KNApSAcK
Colchicum arenarium	LOTUS Database	35616633
Colchicum autmnale	Plant	KNApSAcK
Colchicum autumnale	Plant	KNApSAcK
Colchicum bivonae	LOTUS Database	35616633
Colchicum bornmuelleri Freyn	Plant	KNApSAcK
Colchicum brachyphyllum	Plant	KNApSAcK
Colchicum cilicicum Hayek	Plant	KNApSAcK
Colchicum cornigerum	Plant	KNApSAcK
Colchicum crociflium Schott et Kotschy	Plant	KNApSAcK
Colchicum crocifolium	LOTUS Database	35616633
Colchicum doerfleri	Plant	KNApSAcK
Colchicum hierosolymitanum	Plant	KNApSAcK
Colchicum kesselringii	Plant	KNApSAcK
Colchicum lactum Stev.	Plant	KNApSAcK
Colchicum laetum	LOTUS Database	35616633
Colchicum lusitanicum Brot.	Plant	KNApSAcK
Colchicum luteum	LOTUS Database	35616633
Colchicum luteum Baker.	Plant	KNApSAcK
Colchicum macedonicum Kos	Plant	KNApSAcK
Colchicum megaphylla	Plant	KNApSAcK
Colchicum montanum L.	Plant	KNApSAcK
Colchicum raddeanum	LOTUS Database	35616633
Colchicum ritchii	LOTUS Database	35616633
Colchicum ritchii R. Br.	Plant	KNApSAcK
Colchicum soboliferum	LOTUS Database	35616633
Colchicum speciosum	Plant	KNApSAcK
Colchicum szovitsii	LOTUS Database	35616633
Colchicum tunicatum	Plant	KNApSAcK
Colchicum turcicum	LOTUS Database	35616633
Colchicum turicum	Plant	KNApSAcK
Colchicum variegatum L.	Plant	KNApSAcK
Colchicum vernum Ker-Gawl	Plant	KNApSAcK
Colchicum x agrippinum	LOTUS Database	35616633
Colchicum x byzantinum	LOTUS Database	35616633
Dipidax triquertra Bak.	-	KNApSAcK
Ginkgo biloba	LOTUS Database	35616633
Gloriosa simplex L.	Plant	KNApSAcK
Gloriosa superba	Plant	KNApSAcK
Gloriosa virescens Lindl.	Plant	KNApSAcK
Iphigenia indica A. Gray	Plant	KNApSAcK
Iphigenia oliveri	LOTUS Database	35616633
Iphigenia pallida Bak.	Plant	KNApSAcK
Iphigenia stellata	Plant	KNApSAcK
Littonia modesta Hook	Plant	KNApSAcK
Merendera attica Boiss et Sprun	Plant	KNApSAcK
Merendera bulbocodium	Plant	KNApSAcK
Merendera kurdica	Plant	KNApSAcK
Merendera manissadjianii	Plant	KNApSAcK
Merendera persica Boiss et Kotschy	Plant	KNApSAcK
Merendera raddeana	Plant	KNApSAcK
Merendera robusta	LOTUS Database	35616633
Merendera robusta Bge.	Plant	KNApSAcK
Merendera sobolifera	Plant	KNApSAcK
Merendera trigina Stapf	Plant	KNApSAcK
Nerendera robusta Bge	-	KNApSAcK
Ornithogloffum viride Dryand	-	KNApSAcK
Ornithoglossum glaucum	Plant	KNApSAcK
Ornithoglossum viride Ait.	Plant	KNApSAcK
Salisb. Var. grandiflorum	-	KNApSAcK
Sandersonia aurantiaca	LOTUS Database	35616633
Sandersonia aurantica	Plant	KNApSAcK
Sandersonia auranticata Hook	Plant	KNApSAcK
Schelhammera multiflora	LOTUS Database	35616633
Wurmbea dioica	LOTUS Database	35616633
Wurmbea dioica F.Muell.	Plant	KNApSAcK
Wurmbea purpurea	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

Anisole
Tropone
Alkyl aryl ether
Benzenoid
Cyclic ketone
Carboximidic acid
Carboximidic acid derivative
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

alkaloid (CHEBI:27882 )
colchicine (CHEBI:27882 )
Alkaloids (C07592 )
Isoquinoline alkaloids (C07592 )

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	2.12	ALOGPS
logP	2.28	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	3.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.58 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.9 m³·mol⁻¹	ChemAxon
Polarizability	42.57 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

C00002327

Chemspider ID

Not Available

KEGG Compound ID

C07592

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Colchicine

METLIN ID

Not Available

PubChem Compound

6167

PDB ID

Not Available

ChEBI ID

27882

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Colchisol (NP0051350)

MOL for NP0051350 (Colchisol)

3D MOL for NP0051350 (Colchisol)

3D SDF for NP0051350 (Colchisol)

3D-SDF for NP0051350 (Colchisol)

PDB for NP0051350 (Colchisol)

3D PDB for NP0051350 (Colchisol)

SMILES for NP0051350 (Colchisol)

INCHI for NP0051350 (Colchisol)

Structure for NP0051350 (Colchisol)

3D Structure for NP0051350 (Colchisol)