NP-MRD: Showing NP-Card for (2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid (NP0270839)

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Record Information

Version

2.0

Created at

2022-09-08 16:55:17 UTC

Updated at

2022-09-08 16:55:17 UTC

NP-MRD ID

NP0270839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid

Description

(2E,10E)-N-[(2R,3S,4aS,8R,8aS)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. (2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid is found in Cordyceps tenuipes. Based on a literature review very few articles have been published on (2E,10E)-N-[(2R,3S,4aS,8R,8aS)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082218552D          

 30 31  0  0  1  0            999 V2000
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  4  0  0  0
 12 14  2  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 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
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
    9.9197    1.4149   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989    0.6632   -0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5710    1.3588   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116    0.6896    0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4505   -0.8155    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -1.4932    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8378   -1.9498    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1700    0.1774   -0.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2952    2.0302   -0.2511 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3309    1.8785    1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4439    0.8868    1.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8849   -0.2219    1.9879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4642    1.4487    2.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716    2.3835    3.0191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8157    0.9191    2.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1107   -0.0481    1.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1033   -0.6226    0.4055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7067   -1.0048   -0.7825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092   -2.3789   -1.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0528    0.4102    0.0638 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7206    1.5009   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -0.2110   -0.7249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459    0.6290   -1.0502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4566    1.6894   -1.8620 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5654    1.5836    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6492    2.4116   -1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5299    0.9179   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6234   -0.4079   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5590    2.4450   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4986    1.0218   -0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0516    1.0155    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132   -1.1421    1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7291   -1.1402   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3384   -2.5845    0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942   -1.1456    1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3074   -1.4896   -1.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7967   -0.1084   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529   -1.6510    1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -3.0492    0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -2.2344   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -2.1414   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    0.4823   -1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149   -0.5905   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0519    2.6642   -1.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0067    0.2795    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218    2.0700    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725    2.8288    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -0.9644    1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6136    1.2685    2.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1146   -0.4463    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6123   -1.5226    0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9900   -2.6616   -1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4252   -2.6028   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9456   -2.9407   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2394    2.4804   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7805    1.2177   -1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7905    1.6392   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956    0.0554   -1.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    2.5497   -1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4 36  1  0
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  3 35  1  0
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  1 31  1  0
  1 32  1  0
  1 33  1  0
 29 64  1  6
 30 65  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
M  END


  Mrv1652309082218552D          

 30 31  0  0  1  0            999 V2000
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  4  0  0  0
 12 14  2  0  0  0  0
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 15 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0270839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C=CC(=O)[C@]2(O)C[C@H](N=C(O)\C=C\CCCCCC\C=C\C)[C@H](O)O[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C23H35NO6/c1-4-5-6-7-8-9-10-11-12-13-20(26)24-17-16-23(28)18(25)14-15-19(29-3)22(23,2)30-21(17)27/h4-5,12-15,17,19,21,27-28H,6-11,16H2,1-3H3,(H,24,26)/b5-4+,13-12+/t17-,19+,21+,22-,23+/m0/s1

> <INCHI_KEY>
MXMRCYKZBJVVFS-INLDMCPFSA-N

> <FORMULA>
C23H35NO6

> <MOLECULAR_WEIGHT>
421.534

> <EXACT_MASS>
421.246437851

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.927019748920586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,10E)-N-[(2R,3S,4aS,8R,8aS)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid

> <JCHEM_LOGP>
4.026840197

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.542484427774685

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.414091049965101

> <JCHEM_PKA_STRONGEST_BASIC>
3.167819771790709

> <JCHEM_POLAR_SURFACE_AREA>
108.58000000000003

> <JCHEM_REFRACTIVITY>
117.26479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,10E)-N-[(2R,3S,4aS,8R,8aS)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.338 -16.170   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      18.672 -13.860   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      22.673 -13.090   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.006 -13.860   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      24.006 -12.320   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      25.340 -14.630   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      24.006 -18.480   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      25.340 -19.250   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.673 -17.710   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.339 -16.940   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      18.672 -16.940   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   29                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   26                                             
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   17   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   15   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
(2E,10E)-N-[(2R,3S,4AS,8R,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl]dodeca-2,10-dienimidate	Generator

Chemical Formula

C₂₃H₃₅NO₆

Average Mass

421.5340 Da

Monoisotopic Mass

421.24644 Da

IUPAC Name

(2E,10E)-N-[(2R,3S,4aS,8R,8aS)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid

Traditional Name

(2E,10E)-N-[(2R,3S,4aS,8R,8aS)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C=CC(=O)[C@]2(O)C[C@H](N=C(O)\C=C\CCCCCC\C=C\C)[C@H](O)O[C@@]12C

InChI Identifier

InChI=1S/C23H35NO6/c1-4-5-6-7-8-9-10-11-12-13-20(26)24-17-16-23(28)18(25)14-15-19(29-3)22(23,2)30-21(17)27/h4-5,12-15,17,19,21,27-28H,6-11,16H2,1-3H3,(H,24,26)/b5-4+,13-12+/t17-,19+,21+,22-,23+/m0/s1

InChI Key

MXMRCYKZBJVVFS-INLDMCPFSA-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
Cordyceps tenuipes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Cyclohexenone
Oxane
Monosaccharide
Tertiary alcohol
Hemiacetal
Ketone
Carboximidic acid
Carboximidic acid derivative
Dialkyl ether
Ether
Oxacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.03	ChemAxon
pKa (Strongest Acidic)	6.41	ChemAxon
pKa (Strongest Basic)	3.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.58 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.26 m³·mol⁻¹	ChemAxon
Polarizability	47.93 Å³	ChemAxon
Number of Rings	2	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

163189000

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid (NP0270839)

MOL for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

3D MOL for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

3D SDF for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

3D-SDF for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

PDB for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

3D PDB for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

SMILES for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

INCHI for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

Structure for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)

3D Structure for NP0270839 ((2e,10e)-n-[(2r,3s,4as,8r,8as)-2,4a-dihydroxy-8-methoxy-8a-methyl-5-oxo-2,3,4,8-tetrahydro-1-benzopyran-3-yl]dodeca-2,10-dienimidic acid)