NP-MRD: Showing NP-Card for 3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid (NP0155422)

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Record Information

Version

2.0

Created at

2022-09-02 12:28:35 UTC

Updated at

2022-09-02 12:28:35 UTC

NP-MRD ID

NP0155422

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid

Description

N-Acetoacetyl-deacetylcolchicine 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. 3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid is found in Colchicum autumnale. Based on a literature review very few articles have been published on N-Acetoacetyl-deacetylcolchicine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022214282D          

 32 34  0  0  0  0            999 V2000
    5.3226   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621    1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    1.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -0.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279   -1.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7005   -0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -1.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902    0.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8238   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -0.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262   -0.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    0.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8600    0.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738    1.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984    1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8827    2.5882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337    3.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    3.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    3.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5578    4.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    5.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3357    5.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    2.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9953    2.0006    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 32  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
   -3.7271   -4.0882   -1.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9616   -2.7080   -1.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -1.8668   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7095   -2.3572   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514   -1.5336   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0443   -0.1552    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2694    0.3517   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534    1.6828   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    2.5925   -1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2329   -0.5126   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4852    0.0023   -1.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4339    0.0047    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795    0.8878    0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895    1.6144    1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067    2.9231    1.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331    3.7347    1.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1808    4.9743    2.1775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703    5.3756    2.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4075    3.4594    0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1681    4.4322    0.6596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    2.2460    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    1.0837    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803   -0.0151    0.2833 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1462    0.4236   -0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2222   -0.2199   -1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0530    0.2258   -2.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5774   -1.4017   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -2.6341   -1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0293   -3.9092   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4760   -2.6081   -2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -1.2329    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823   -2.2327    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4967   -4.5304   -2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027   -4.6018   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260   -4.2792   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366   -3.3987   -0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235    2.5164   -1.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6701    3.5855   -0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949    2.2405   -2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436   -1.0539    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3429    0.5719   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749    0.4395    0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377    1.0395    1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7698    3.3761    2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    5.4140    2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2436    4.6223    3.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8426    6.3260    3.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8747    2.1691   -0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9537    0.0587    1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450    0.2358   -3.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415   -1.6025    0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6202   -1.1881    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3821   -4.7559   -0.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0727   -4.2332   -0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -3.8303    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1863   -0.8020   -0.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -0.9350    1.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7567   -2.9406   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156   -2.9830    0.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  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
 22 23  1  0
 23 31  1  0
 31 32  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 10  3  1  0
 22 13  1  0
 32  5  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 23 49  1  1
 31 56  1  0
 31 57  1  0
 32 58  1  0
 32 59  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
M  END


  Mrv1652309022214282D          

 32 34  0  0  0  0            999 V2000
    5.3226   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621    1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    1.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -0.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279   -1.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7005   -0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -1.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902    0.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8238   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -0.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262   -0.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    0.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8600    0.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738    1.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984    1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8827    2.5882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337    3.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    3.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    3.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5578    4.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    5.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3357    5.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    2.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9953    2.0006    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155422

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(OC)=C1OC)C1=CC=C(OC)C(=O)C=C1C(CC2)N=C(O)CC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO7/c1-13(26)10-21(28)25-17-8-6-14-11-20(30-3)23(31-4)24(32-5)22(14)15-7-9-19(29-2)18(27)12-16(15)17/h7,9,11-12,17H,6,8,10H2,1-5H3,(H,25,28)

> <INCHI_KEY>
GDIQBIGGQLDOAP-UHFFFAOYSA-N

> <FORMULA>
C24H27NO7

> <MOLECULAR_WEIGHT>
441.48

> <EXACT_MASS>
441.178752213

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.809508476491615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-oxo-N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
2.0896794420822333

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.348720790186093

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.573124889799334

> <JCHEM_PKA_STRONGEST_BASIC>
4.631557875510831

> <JCHEM_POLAR_SURFACE_AREA>
103.65

> <JCHEM_REFRACTIVITY>
121.79249999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxo-N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       9.936  -1.246   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.423   0.206   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.909   0.488   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.396   1.940   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.882   2.222   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.881   1.052   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.394  -0.400   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.393  -1.570   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.905  -3.022   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.908  -0.682   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.420  -2.134   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.934  -2.416   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.342   1.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.947  -0.384   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.538  -1.004   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.174  -0.288   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.062  -1.206   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.476  -0.594   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.117   1.224   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.605   1.619   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.885   2.395   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.424   2.341   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.818   3.830   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       1.648   4.831   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       1.930   6.345   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.382   6.858   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.759   7.346   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.041   8.860   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.129   9.861   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.493   9.373   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.228   4.450   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.591   3.734   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    6   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   13   23                                                  
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   23   32                                                       
CONECT   32   31    5                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₇NO₇

Average Mass

441.4800 Da

Monoisotopic Mass

441.17875 Da

IUPAC Name

3-oxo-N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid

Traditional Name

3-oxo-N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(OC)=C1OC)C1=CC=C(OC)C(=O)C=C1C(CC2)N=C(O)CC(C)=O

InChI Identifier

InChI=1S/C24H27NO7/c1-13(26)10-21(28)25-17-8-6-14-11-20(30-3)23(31-4)24(32-5)22(14)15-7-9-19(29-2)18(27)12-16(15)17/h7,9,11-12,17H,6,8,10H2,1-5H3,(H,25,28)

InChI Key

GDIQBIGGQLDOAP-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
Colchicum autumnale	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
Fatty amide
Fatty acyl
Benzenoid
1,3-dicarbonyl compound
N-acyl-amine
Carboxamide group
Cyclic ketone
Secondary carboxylic acid amide
Ketone
Carboxylic acid derivative
Ether
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
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	2.3	ALOGPS
logP	2.09	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	4.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.65 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.79 m³·mol⁻¹	ChemAxon
Polarizability	45.81 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	Yes	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

471191

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

541084

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid (NP0155422)

MOL for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

3D MOL for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

3D SDF for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

3D-SDF for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

PDB for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

3D PDB for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

SMILES for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

INCHI for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

Structure for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)

3D Structure for NP0155422 (3-oxo-n-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}butanimidic acid)