NP-MRD: Showing NP-Card for goniothaline A (NP0042001)

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Record Information

Version

2.0

Created at

2021-06-20 23:46:28 UTC

Updated at

2021-06-30 00:16:50 UTC

NP-MRD ID

NP0042001

Secondary Accession Numbers

None

Natural Product Identification

Common Name

goniothaline A

Provided By

JEOL Database JEOL Logo

Description

Goniothaline A belongs to the class of organic compounds known as chromenopyridines. These are aromatic heterocyclic compounds structurally characterized by a pyridine ring fused to a chromene moiety. goniothaline A is found in Goniothalamus australis. goniothaline A was first documented in 2013 (Levrier, C., et al.). Based on a literature review very few articles have been published on Goniothaline A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101463D          

 33 35  0  0  0  0            999 V2000
    1.1588    1.9029   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    2.0218   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6295    0.8721   -1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    0.3039   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.9144    1.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.7430    1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -0.8747   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999   -1.3825    0.8066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -2.5091    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -3.1873   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.6856   -1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -3.4559   -2.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.4883   -1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.8549   -2.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -1.4391   -3.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -0.9233   -5.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -1.4461   -6.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    0.2978   -4.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.8762   -3.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.3071   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.3151    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.8725   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    2.5061   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    2.2804    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.1514    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    2.4860    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8809   -2.8612    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875   -4.0922   -0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997   -4.3433   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6908   -2.8379   -3.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.8097   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.7031   -5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    1.7816   -3.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
 14 13  1  0  0  0  0
  4  3  2  0  0  0  0
  3 20  1  0  0  0  0
  7 13  2  0  0  0  0
 14 15  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 16  1  0  0  0  0
 16 15  1  0  0  0  0
  7  8  1  0  0  0  0
 16 17  2  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 10  2  0  0  0  0
  2  1  1  0  0  0  0
 10  9  1  0  0  0  0
  4  5  1  0  0  0  0
  9  8  2  0  0  0  0
  5  6  1  0  0  0  0
 14 20  2  0  0  0  0
 11 12  1  0  0  0  0
 10 28  1  0  0  0  0
  9 27  1  0  0  0  0
 19 33  1  0  0  0  0
 18 32  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    1.1588    1.9029   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    2.0218   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6295    0.8721   -1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    0.3039   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.9144    1.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.7430    1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -0.8747   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999   -1.3825    0.8066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -2.5091    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -3.1873   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.6856   -1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -3.4559   -2.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.4883   -1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.8549   -2.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -1.4391   -3.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -0.9233   -5.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -1.4461   -6.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    0.2978   -4.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.8762   -3.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.3071   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.3151    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.8725   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    2.5061   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    2.2804    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.1514    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    2.4860    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8809   -2.8612    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875   -4.0922   -0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997   -4.3433   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6908   -2.8379   -3.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.8097   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.7031   -5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    1.7816   -3.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0
 14 13  1  0
  4  3  2  0
  3 20  1  0
  7 13  2  0
 14 15  1  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 15  1  0
  7  8  1  0
 16 17  2  0
 13 11  1  0
  3  2  1  0
 11 10  2  0
  2  1  1  0
 10  9  1  0
  4  5  1  0
  9  8  2  0
  5  6  1  0
 14 20  2  0
 11 12  1  0
 10 28  1  0
  9 27  1  0
 19 33  1  0
 18 32  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
M  END


  Mrv1652306212101463D          

 33 35  0  0  0  0            999 V2000
    1.1588    1.9029   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    2.0218   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6295    0.8721   -1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    0.3039   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.9144    1.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.7430    1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -0.8747   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999   -1.3825    0.8066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -2.5091    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -3.1873   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.6856   -1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -3.4559   -2.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.4883   -1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.8549   -2.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -1.4391   -3.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -0.9233   -5.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -1.4461   -6.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    0.2978   -4.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.8762   -3.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.3071   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.3151    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.8725   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    2.5061   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    2.2804    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.1514    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    2.4860    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8809   -2.8612    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875   -4.0922   -0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997   -4.3433   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6908   -2.8379   -3.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.8097   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.7031   -5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    1.7816   -3.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
 14 13  1  0  0  0  0
  4  3  2  0  0  0  0
  3 20  1  0  0  0  0
  7 13  2  0  0  0  0
 14 15  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 16  1  0  0  0  0
 16 15  1  0  0  0  0
  7  8  1  0  0  0  0
 16 17  2  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 10  2  0  0  0  0
  2  1  1  0  0  0  0
 10  9  1  0  0  0  0
  4  5  1  0  0  0  0
  9  8  2  0  0  0  0
  5  6  1  0  0  0  0
 14 20  2  0  0  0  0
 11 12  1  0  0  0  0
 10 28  1  0  0  0  0
  9 27  1  0  0  0  0
 19 33  1  0  0  0  0
 18 32  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042001

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=NC2=C(C3=C(C([H])=C([H])C(=O)O3)C(OC([H])([H])[H])=C2OC([H])([H])[H])C(=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO4/c1-8-6-7-16-12-11(8)13-9(4-5-10(17)20-13)14(18-2)15(12)19-3/h4-7H,1-3H3

> <INCHI_KEY>
VRVATBWHPCUPCS-UHFFFAOYSA-N

> <FORMULA>
C15H13NO4

> <MOLECULAR_WEIGHT>
271.272

> <EXACT_MASS>
271.084457903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.661676977232446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dimethoxy-10-methyl-2H-chromeno[7,8-b]pyridin-2-one

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.139093128666666

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.1130976672116795

> <JCHEM_POLAR_SURFACE_AREA>
57.65

> <JCHEM_REFRACTIVITY>
73.4375

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dimethoxy-10-methylchromeno[7,8-b]pyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    1.1588    1.9029   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    2.0218   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6295    0.8721   -1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    0.3039   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.9144    1.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.7430    1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -0.8747   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999   -1.3825    0.8066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -2.5091    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -3.1873   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.6856   -1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -3.4559   -2.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.4883   -1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.8549   -2.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -1.4391   -3.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -0.9233   -5.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -1.4461   -6.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    0.2978   -4.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.8762   -3.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.3071   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.3151    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.8725   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    2.5061   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    2.2804    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.1514    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    2.4860    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8809   -2.8612    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875   -4.0922   -0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997   -4.3433   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6908   -2.8379   -3.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.8097   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.7031   -5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    1.7816   -3.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0
 14 13  1  0
  4  3  2  0
  3 20  1  0
  7 13  2  0
 14 15  1  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 15  1  0
  7  8  1  0
 16 17  2  0
 13 11  1  0
  3  2  1  0
 11 10  2  0
  2  1  1  0
 10  9  1  0
  4  5  1  0
  9  8  2  0
  5  6  1  0
 14 20  2  0
 11 12  1  0
 10 28  1  0
  9 27  1  0
 19 33  1  0
 18 32  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.159   1.903  -0.136  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.114   2.022  -1.103  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.630   0.872  -1.231  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   0.304  -0.157  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.238   0.914   1.081  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.378   1.743   1.308  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.089  -0.875  -0.287  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.700  -1.383   0.807  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.424  -2.509   0.695  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.589  -3.187  -0.489  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.973  -2.686  -1.640  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.177  -3.456  -2.920  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.190  -1.488  -1.560  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.506  -0.855  -2.642  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.606  -1.439  -3.935  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.990  -0.923  -5.065  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.091  -1.446  -6.167  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.201   0.298  -4.869  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.081   0.876  -3.672  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.740   0.307  -2.499  0.00  0.00           C+0
HETATM   21  H   UNK     0       0.832   2.315   0.823  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.513   0.873  -0.014  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.002   2.506  -0.485  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.217   2.280   2.247  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.293   1.151   1.412  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.495   2.486   0.511  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.881  -2.861   1.615  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.188  -4.092  -0.511  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.800  -4.343  -2.760  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.691  -2.838  -3.662  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.218  -3.810  -3.311  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.278   0.703  -5.752  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.507   1.782  -3.554  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    4   20    2                                                  
CONECT    4    7    3    5                                                  
CONECT    5    4    6                                                       
CONECT    6    5   24   25   26                                             
CONECT    7    4   13    8                                                  
CONECT    8    7    9                                                       
CONECT    9   10    8   27                                                  
CONECT   10   11    9   28                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11   29   30   31                                             
CONECT   13   14    7   11                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   18   15   17                                                  
CONECT   17   16                                                            
CONECT   18   19   16   32                                                  
CONECT   19   20   18   33                                                  
CONECT   20    3   19   14                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    6                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   18                                                            
CONECT   33   19                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
    1.1588    1.9029   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    2.0218   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6295    0.8721   -1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    0.3039   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.9144    1.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.7430    1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -0.8747   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999   -1.3825    0.8066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -2.5091    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -3.1873   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.6856   -1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -3.4559   -2.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.4883   -1.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.8549   -2.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -1.4391   -3.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902   -0.9233   -5.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -1.4461   -6.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    0.2978   -4.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805    0.8762   -3.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.3071   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324    2.3151    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.8725   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    2.5061   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    2.2804    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.1514    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    2.4860    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8809   -2.8612    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875   -4.0922   -0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997   -4.3433   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6908   -2.8379   -3.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.8097   -3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.7031   -5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    1.7816   -3.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0
 14 13  1  0
  4  3  2  0
  3 20  1  0
  7 13  2  0
 14 15  1  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 15  1  0
  7  8  1  0
 16 17  2  0
 13 11  1  0
  3  2  1  0
 11 10  2  0
  2  1  1  0
 10  9  1  0
  4  5  1  0
  9  8  2  0
  5  6  1  0
 14 20  2  0
 11 12  1  0
 10 28  1  0
  9 27  1  0
 19 33  1  0
 18 32  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₃NO₄

Average Mass

271.2720 Da

Monoisotopic Mass

271.08446 Da

IUPAC Name

5,6-dimethoxy-10-methyl-2H-chromeno[7,8-b]pyridin-2-one

Traditional Name

5,6-dimethoxy-10-methylchromeno[7,8-b]pyridin-2-one

CAS Registry Number

Not Available

SMILES

[H]C1=NC2=C(C3=C(C([H])=C([H])C(=O)O3)C(OC([H])([H])[H])=C2OC([H])([H])[H])C(=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H13NO4/c1-8-6-7-16-12-11(8)13-9(4-5-10(17)20-13)14(18-2)15(12)19-3/h4-7H,1-3H3

InChI Key

VRVATBWHPCUPCS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Goniothalamus australis	JEOL database	Levrier, C., et al, Phytochemistry 86, 121 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromenopyridines. These are aromatic heterocyclic compounds structurally characterized by a pyridine ring fused to a chromene moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromenopyridines

Alternative Parents

Substituents

Chromenopyridine
Coumarin
Quinoline
Anisole
Phenol ether
Alkyl aryl ether
Methylpyridine
Pyranone
Benzenoid
Pyridine
Pyran
Heteroaromatic compound
Lactone
Ether
Oxacycle
Azacycle
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.79	ALOGPS
logP	2.14	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	5.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.65 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.44 m³·mol⁻¹	ChemAxon
Polarizability	27.66 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

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

71573983

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Levrier, C., et al. (2013). Levrier, C., et al, Phytochemistry 86, 121 (2013) . Phytochem..

Showing NP-Card for goniothaline A (NP0042001)

MOL for NP0042001 (goniothaline A)

3D MOL for NP0042001 (goniothaline A)

3D SDF for NP0042001 (goniothaline A)

3D-SDF for NP0042001 (goniothaline A)

PDB for NP0042001 (goniothaline A)

3D PDB for NP0042001 (goniothaline A)

SMILES for NP0042001 (goniothaline A)

INCHI for NP0042001 (goniothaline A)

Structure for NP0042001 (goniothaline A)

3D Structure for NP0042001 (goniothaline A)