NP-MRD: Showing NP-Card for isofusidienol C (NP0037807)

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Record Information

Version

2.0

Created at

2021-06-20 20:38:48 UTC

Updated at

2021-06-30 00:10:14 UTC

NP-MRD ID

NP0037807

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isofusidienol C

Provided By

JEOL Database JEOL Logo

Description

Methyl 10-hydroxy-8-methyl-11-oxo-4H,5H,11H-oxepino[4,5-b]chromene-1-carboxylate belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. isofusidienol C is found in Chalara sp. (strain 6661). isofusidienol C was first documented in 2008 (Losgen, S., et al.). Based on a literature review very few articles have been published on methyl 10-hydroxy-8-methyl-11-oxo-4H,5H,11H-oxepino[4,5-b]chromene-1-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122383D          

 36 38  0  0  0  0            999 V2000
    0.2639    3.1098    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    2.4962    0.8308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2617    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100    0.7171    2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.7097   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    0.2561    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.2487   -0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -0.4723   -2.1908 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7358    0.7700   -2.8761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2502    0.8711   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    1.0006   -3.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.1122   -3.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.3420   -4.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.4617   -5.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910    1.6774   -6.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    1.3172   -3.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9338    1.0828   -2.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135    0.9512   -1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.9881   -2.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016    0.7428   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.5017   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7724   -1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.4850    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0662    1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    3.3028    2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    0.2830    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.7564   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239   -1.3380   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.6853   -2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.6782   -3.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    1.4281   -5.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715    2.2530   -7.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346    0.7134   -6.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    2.2415   -6.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    1.3836   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    0.7358   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 19 20  1  0  0  0  0
 22  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
 19 12  2  0  0  0  0
 10  9  1  0  0  0  0
 19 17  1  0  0  0  0
  9  8  1  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
  5  3  1  0  0  0  0
 13 14  2  0  0  0  0
  3  4  2  0  0  0  0
 14 16  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  2  0  0  0  0
  2  1  1  0  0  0  0
 10 22  2  0  0  0  0
 20 21  2  0  0  0  0
 17 18  1  0  0  0  0
 22 20  1  0  0  0  0
 14 15  1  0  0  0  0
 13 31  1  0  0  0  0
 16 35  1  0  0  0  0
  6 26  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 18 36  1  0  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    0.2639    3.1098    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    2.4962    0.8308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2617    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100    0.7171    2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.7097   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    0.2561    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.2487   -0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -0.4723   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358    0.7700   -2.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502    0.8711   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    1.0006   -3.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.1122   -3.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.3420   -4.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.4617   -5.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910    1.6774   -6.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    1.3172   -3.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9338    1.0828   -2.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135    0.9512   -1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.9881   -2.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016    0.7428   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.5017   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7724   -1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.4850    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0662    1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    3.3028    2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    0.2830    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.7564   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239   -1.3380   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.6853   -2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.6782   -3.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    1.4281   -5.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715    2.2530   -7.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346    0.7134   -6.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    2.2415   -6.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    1.3836   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    0.7358   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 19 20  1  0
 22  5  1  0
  5  6  2  0
  6  7  1  0
 19 12  2  0
 10  9  1  0
 19 17  1  0
  9  8  1  0
  7  8  1  0
 12 13  1  0
  5  3  1  0
 13 14  2  0
  3  4  2  0
 14 16  1  0
  3  2  1  0
 16 17  2  0
  2  1  1  0
 10 22  2  0
 20 21  2  0
 17 18  1  0
 22 20  1  0
 14 15  1  0
 13 31  1  0
 16 35  1  0
  6 26  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 18 36  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
M  END


  Mrv1652306202122383D          

 36 38  0  0  0  0            999 V2000
    0.2639    3.1098    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    2.4962    0.8308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2617    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100    0.7171    2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.7097   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    0.2561    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.2487   -0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -0.4723   -2.1908 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7358    0.7700   -2.8761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2502    0.8711   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    1.0006   -3.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.1122   -3.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.3420   -4.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.4617   -5.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910    1.6774   -6.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    1.3172   -3.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9338    1.0828   -2.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135    0.9512   -1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.9881   -2.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016    0.7428   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.5017   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7724   -1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.4850    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0662    1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    3.3028    2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    0.2830    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.7564   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239   -1.3380   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.6853   -2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.6782   -3.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    1.4281   -5.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715    2.2530   -7.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346    0.7134   -6.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    2.2415   -6.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    1.3836   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    0.7358   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 19 20  1  0  0  0  0
 22  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
 19 12  2  0  0  0  0
 10  9  1  0  0  0  0
 19 17  1  0  0  0  0
  9  8  1  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
  5  3  1  0  0  0  0
 13 14  2  0  0  0  0
  3  4  2  0  0  0  0
 14 16  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  2  0  0  0  0
  2  1  1  0  0  0  0
 10 22  2  0  0  0  0
 20 21  2  0  0  0  0
 17 18  1  0  0  0  0
 22 20  1  0  0  0  0
 14 15  1  0  0  0  0
 13 31  1  0  0  0  0
 16 35  1  0  0  0  0
  6 26  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 18 36  1  0  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037807

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C2=C1C(=O)C1=C(O2)C([H])([H])C([H])([H])OC([H])=C1C(=O)OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-8-5-10(17)14-12(6-8)22-11-3-4-21-7-9(16(19)20-2)13(11)15(14)18/h5-7,17H,3-4H2,1-2H3

> <INCHI_KEY>
AHYBNBVRJMUCOW-UHFFFAOYSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.282

> <EXACT_MASS>
302.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.140088990529183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 10-hydroxy-8-methyl-11-oxo-4H,5H,11H-oxepino[4,5-b]chromene-1-carboxylate

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.1358635243333337

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.49233676949209

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6919454303991115

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
78.7765

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 10-hydroxy-8-methyl-11-oxo-4H,5H-oxepino[4,5-b]chromene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    0.2639    3.1098    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    2.4962    0.8308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2617    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100    0.7171    2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.7097   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    0.2561    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.2487   -0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -0.4723   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358    0.7700   -2.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502    0.8711   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    1.0006   -3.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.1122   -3.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.3420   -4.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.4617   -5.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910    1.6774   -6.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    1.3172   -3.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9338    1.0828   -2.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135    0.9512   -1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.9881   -2.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016    0.7428   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.5017   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7724   -1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.4850    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0662    1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    3.3028    2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    0.2830    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.7564   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239   -1.3380   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.6853   -2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.6782   -3.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    1.4281   -5.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715    2.2530   -7.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346    0.7134   -6.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    2.2415   -6.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    1.3836   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    0.7358   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 19 20  1  0
 22  5  1  0
  5  6  2  0
  6  7  1  0
 19 12  2  0
 10  9  1  0
 19 17  1  0
  9  8  1  0
  7  8  1  0
 12 13  1  0
  5  3  1  0
 13 14  2  0
  3  4  2  0
 14 16  1  0
  3  2  1  0
 16 17  2  0
  2  1  1  0
 10 22  2  0
 20 21  2  0
 17 18  1  0
 22 20  1  0
 14 15  1  0
 13 31  1  0
 16 35  1  0
  6 26  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 18 36  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.264   3.110   1.967  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.344   2.496   0.831  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.856   1.262   1.087  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.910   0.717   2.180  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.450   0.710  -0.170  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.704   0.256   0.030  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.636  -0.249  -0.827  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.295  -0.472  -2.191  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.736   0.770  -2.876  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.250   0.871  -2.644  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.544   1.001  -3.829  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.818   1.112  -3.783  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.479   1.342  -4.992  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.875   1.462  -5.024  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.591   1.677  -6.325  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.599   1.317  -3.834  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.934   1.083  -2.632  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.713   0.951  -1.514  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.539   0.988  -2.605  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.802   0.743  -1.361  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.430   0.502  -0.334  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.693   0.772  -1.418  0.00  0.00           C+0
HETATM   23  H   UNK     0       1.074   2.485   2.356  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.688   4.066   1.649  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.484   3.303   2.742  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.166   0.283   1.016  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.227  -0.756  -2.691  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.624  -1.338  -2.265  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.233   1.685  -2.535  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.921   0.678  -3.954  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.901   1.428  -5.910  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.971   2.253  -7.021  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.835   0.713  -6.782  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.517   2.241  -6.172  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.685   1.384  -3.835  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.125   0.736  -0.756  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5   22    6    3                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8                                                       
CONECT    8    9    7   27   28                                             
CONECT    9   10    8   29   30                                             
CONECT   10   11    9   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   19   13                                                  
CONECT   13   12   14   31                                                  
CONECT   14   13   16   15                                                  
CONECT   15   14   32   33   34                                             
CONECT   16   14   17   35                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17   36                                                       
CONECT   19   20   12   17                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22    5   10   20                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    6                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
    0.2639    3.1098    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    2.4962    0.8308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2617    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100    0.7171    2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.7097   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    0.2561    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.2487   -0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -0.4723   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358    0.7700   -2.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502    0.8711   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    1.0006   -3.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.1122   -3.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    1.3420   -4.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.4617   -5.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910    1.6774   -6.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5990    1.3172   -3.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9338    1.0828   -2.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7135    0.9512   -1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.9881   -2.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016    0.7428   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.5017   -0.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7724   -1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.4850    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0662    1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    3.3028    2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    0.2830    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.7564   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239   -1.3380   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.6853   -2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.6782   -3.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    1.4281   -5.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715    2.2530   -7.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346    0.7134   -6.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    2.2415   -6.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    1.3836   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    0.7358   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 19 20  1  0
 22  5  1  0
  5  6  2  0
  6  7  1  0
 19 12  2  0
 10  9  1  0
 19 17  1  0
  9  8  1  0
  7  8  1  0
 12 13  1  0
  5  3  1  0
 13 14  2  0
  3  4  2  0
 14 16  1  0
  3  2  1  0
 16 17  2  0
  2  1  1  0
 10 22  2  0
 20 21  2  0
 17 18  1  0
 22 20  1  0
 14 15  1  0
 13 31  1  0
 16 35  1  0
  6 26  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 18 36  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl 10-hydroxy-8-methyl-11-oxo-4H,5H,11H-oxepino[4,5-b]chromene-1-carboxylic acid	Generator

Chemical Formula

C₁₆H₁₄O₆

Average Mass

302.2820 Da

Monoisotopic Mass

302.07904 Da

IUPAC Name

methyl 10-hydroxy-8-methyl-11-oxo-4H,5H,11H-oxepino[4,5-b]chromene-1-carboxylate

Traditional Name

methyl 10-hydroxy-8-methyl-11-oxo-4H,5H-oxepino[4,5-b]chromene-1-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C2=C1C(=O)C1=C(O2)C([H])([H])C([H])([H])OC([H])=C1C(=O)OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H14O6/c1-8-5-10(17)14-12(6-8)22-11-3-4-21-7-9(16(19)20-2)13(11)15(14)18/h5-7,17H,3-4H2,1-2H3

InChI Key

AHYBNBVRJMUCOW-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Chalara sp. (strain 6661)	JEOL database	Losgen, S., et al. Eur. J. Org. Chem. 2008, 698

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Vinylogous acid
Vinylogous ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen 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	2.54	ALOGPS
logP	2.14	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.78 m³·mol⁻¹	ChemAxon
Polarizability	30.14 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

78434916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24787526

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Losgen, S., et al. (2008). Losgen, S., et al. Eur. J. Org. Chem. 2008, 698. Eur. J. Org. Chem..

Showing NP-Card for isofusidienol C (NP0037807)

MOL for NP0037807 (isofusidienol C)

3D MOL for NP0037807 (isofusidienol C)

3D SDF for NP0037807 (isofusidienol C)

3D-SDF for NP0037807 (isofusidienol C)

PDB for NP0037807 (isofusidienol C)

3D PDB for NP0037807 (isofusidienol C)

SMILES for NP0037807 (isofusidienol C)

INCHI for NP0037807 (isofusidienol C)

Structure for NP0037807 (isofusidienol C)

3D Structure for NP0037807 (isofusidienol C)