NP-MRD: Showing NP-Card for n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid (NP0233187)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 14:42:08 UTC

Updated at

2022-09-06 14:42:08 UTC

NP-MRD ID

NP0233187

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid

Description

N-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl)dodec-2-enimidic 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. n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid is found in Cordyceps tenuipes. N-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl)dodec-2-enimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241508452D          

 28 29  0  0  0  0            999 V2000
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 O   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
    5.0013   -7.0125    0.0000 O   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
    3.5724   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Cl  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
    7.1447   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -9.4875    0.0000 O   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  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
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    5.2037   -2.0711   -2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1100   -0.9268   -1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4537   -0.4556   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5425    0.6577    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0212    0.5530    1.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5743    0.3028    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914    1.3520    1.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965    1.0000    1.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9680    0.9446    2.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6318    0.6687    3.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830    0.4419    2.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336    0.3334    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    0.4638    0.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4556    0.0430    1.2651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0310   -0.0706   -0.0488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1550    0.9017   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2867    0.3397   -1.0539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2815   -0.1287   -0.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9422    1.3930   -1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7090    2.6042   -1.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8819    0.9684   -2.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0024   -0.3312   -3.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1816   -1.3702   -2.5365 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1237   -2.0620   -1.1876 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8888   -0.7563   -2.0078 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0507   -1.6923   -1.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619   -1.4733   -0.2416 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4866   -1.8417    0.7178 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4916   -2.9781   -1.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500   -1.7556   -2.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2270   -2.2338   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -1.3558   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230   -0.0852   -1.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700   -0.1315   -1.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0919   -1.3408   -0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6517    0.9441    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1334    1.6204   -0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5896   -0.1888    2.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2547    1.5316    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2171   -0.7169    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661    0.5368    2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867    1.4535    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885    2.3503    1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0757    0.0465    0.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6840    1.8445    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285    0.0862    3.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393    1.8259    3.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161    0.6613    4.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191    0.2679    3.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0797   -0.0874    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786    0.0907   -0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5802    1.2521    0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    1.8340   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9598    0.5662    0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5063    1.6778   -3.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7119   -0.5862   -3.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8879   -2.1810   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4068   -0.2593   -2.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -2.1734   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4711   -2.8440    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 23  1  0
 23 24  1  0
 23 22  1  0
 22 21  2  0
 21 19  1  0
 19 20  2  0
 27 15  1  0
 19 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 14 50  1  0
 15 51  1  6
 16 52  1  0
 16 53  1  0
 18 54  1  0
 25 58  1  6
 27 59  1  1
 28 60  1  0
 23 57  1  6
 22 56  1  0
 21 55  1  0
M  END


  Mrv1533004241508452D          

 28 29  0  0  0  0            999 V2000
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 O   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
    5.0013   -7.0125    0.0000 O   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
    3.5724   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Cl  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
    7.1447   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -9.4875    0.0000 O   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  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
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0233187

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC=CC(=O)NC1CC2(O)C(OC1O)C(Cl)C=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H32ClNO5/c1-2-3-4-5-6-7-8-9-10-11-18(25)23-16-14-21(27)17(24)13-12-15(22)19(21)28-20(16)26/h10-13,15-16,19-20,26-27H,2-9,14H2,1H3,(H,23,25)

> <INCHI_KEY>
BQBLZAMUHGIEFL-UHFFFAOYSA-N

> <FORMULA>
C21H32ClNO5

> <MOLECULAR_WEIGHT>
413.94

> <EXACT_MASS>
413.1969008

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.018040414800716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl)dodec-2-enamide

> <ALOGPS_LOGP>
3.43

> <JCHEM_LOGP>
4.000046410666665

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.962000856633972

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.372422655384828

> <JCHEM_PKA_STRONGEST_BASIC>
-0.22313300834951721

> <JCHEM_POLAR_SURFACE_AREA>
95.86000000000001

> <JCHEM_REFRACTIVITY>
109.28809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2H-1-benzopyran-3-yl)dodec-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002 -15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335 -15.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667 -15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000 -15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667 -15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -15.400   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       6.668 -16.170   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.002 -15.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669 -15.400   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669 -16.940   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336 -13.090   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668 -13.090   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.003 -13.090   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      12.003 -11.550   0.000  0.00  0.00          Cl+0
HETATM   25  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337 -15.400   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.003 -17.710   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   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   27                                             
CONECT   18   17                                                            
CONECT   19   17   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21                                                            
CONECT   23   19   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   17   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
N-(8-Chloro-2,4a-dihydroxy-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl)dodec-2-enimidate	Generator

Chemical Formula

C₂₁H₃₂ClNO₅

Average Mass

413.9400 Da

Monoisotopic Mass

413.19690 Da

IUPAC Name

N-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-1-benzopyran-3-yl)dodec-2-enamide

Traditional Name

N-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2H-1-benzopyran-3-yl)dodec-2-enamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC=CC(=O)NC1CC2(O)C(OC1O)C(Cl)C=CC2=O

InChI Identifier

InChI=1S/C21H32ClNO5/c1-2-3-4-5-6-7-8-9-10-11-18(25)23-16-14-21(27)17(24)13-12-15(22)19(21)28-20(16)26/h10-13,15-16,19-20,26-27H,2-9,14H2,1H3,(H,23,25)

InChI Key

BQBLZAMUHGIEFL-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
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
Monosaccharide
Oxane
Tertiary alcohol
Hemiacetal
Ketone
Carboximidic acid
Carboximidic acid derivative
Oxacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organonitrogen compound
Organooxygen compound
Alkyl chloride
Alkyl halide
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	3.43	ALOGPS
logP	4	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	11.37	ChemAxon
pKa (Strongest Basic)	-0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.86 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	109.29 m³·mol⁻¹	ChemAxon
Polarizability	45.02 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid (NP0233187)

MOL for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

3D MOL for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

3D SDF for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

3D-SDF for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

PDB for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

3D PDB for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

SMILES for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

INCHI for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

Structure for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)

3D Structure for NP0233187 (n-(8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl)dodec-2-enimidic acid)