NP-MRD: Showing NP-Card for 2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one (NP0322182)

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Record Information

Version

2.0

Created at

2022-09-12 00:48:44 UTC

Updated at

2022-09-12 00:48:44 UTC

NP-MRD ID

NP0322182

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one

Description

Mycolutein, also known as alloaureothin, belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. 2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one is found in Streptomyces thioluteus. 2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one was first documented in 1995 (PMID: 7780576). Based on a literature review very few articles have been published on Mycolutein.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122202482D          

 29 31  0  0  1  0            999 V2000
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -1.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -2.5366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4186   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -4.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -4.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6977   -3.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -5.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -4.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -5.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -5.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -4.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7336   -4.7098    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.2185   -5.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691   -3.9562    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4282   -4.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   -4.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -3.0215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
  9 23  1  0  0  0  0
  6 23  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 28  2  0  0  0  0
 28 29  1  0  0  0  0
M  CHG  2  18   1  20  -1
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -6.0191   -0.9069   -2.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552   -0.4832   -1.3759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8661    0.0934   -0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -0.6484   -0.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537   -0.1793    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378   -1.0984    0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2589   -2.5351    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794   -3.2923    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0844   -2.2225    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714   -2.3709    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3012   -1.2437    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149    0.1492    0.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052   -1.4421    0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6526   -0.4434    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7430    0.4890   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7524    1.4351   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7460    1.4680    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7958    2.4171    0.1073 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6937    2.4970    0.9661 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8300    3.2992   -0.9419 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.6812    0.5296    1.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738   -0.4041    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -0.9843    0.3251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7742    1.1943    0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6034    1.8150    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7339    2.0288   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6530    3.2849   -0.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    1.4851   -0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8978    2.3418   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0110   -0.7556   -3.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8784   -2.0275   -2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1783   -0.5286   -3.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -0.9822    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9186   -2.8703    1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8765   -2.6020   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9066   -4.0199   -0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -3.8774    1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7854   -3.3820    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214    0.3319   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473    0.8531    0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    0.2969    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -2.4970    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    0.4829   -1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7761    2.1605   -1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4797    0.5858    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6290   -1.1202    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914    1.3068    2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7268    2.9014    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026    1.6486    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7382    1.7686   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5113    3.0140   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3173    3.0392   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  2  0
 28 29  1  0
 28 26  1  0
 26 27  2  0
 26 24  1  0
 24 25  1  0
 24  5  2  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 23  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
 21 22  2  0
 17 18  1  0
 18 20  1  0
 18 19  2  0
  4  3  1  0
 23  6  1  0
 22 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 21 45  1  0
 22 46  1  0
M  CHG  2  18   1  20  -1
M  END


  Mrv1652309122202482D          

 29 31  0  0  1  0            999 V2000
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -1.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -2.5366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4186   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -4.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -4.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6977   -3.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -5.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -4.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -5.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -5.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -4.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7336   -4.7098    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.2185   -5.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691   -3.9562    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4282   -4.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   -4.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -3.0215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
  9 23  1  0  0  0  0
  6 23  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 28  2  0  0  0  0
 28 29  1  0  0  0  0
M  CHG  2  18   1  20  -1
M  END
> <DATABASE_ID>
NP0322182

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)C(C)=C(O1)[C@H]1CC\C(O1)=C\C(\C)=C\C1=CC=C(C=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H23NO6/c1-13(11-16-5-7-17(8-6-16)23(25)26)12-18-9-10-19(28-18)21-14(2)20(24)15(3)22(27-4)29-21/h5-8,11-12,19H,9-10H2,1-4H3/b13-11+,18-12-/t19-/m1/s1

> <INCHI_KEY>
OGUMLESFFBGVOO-VJDLAWOBSA-N

> <FORMULA>
C22H23NO6

> <MOLECULAR_WEIGHT>
397.427

> <EXACT_MASS>
397.152537465

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
41.81595010578917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-3,5-dimethyl-6-[(2R,5Z)-5-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]-4H-pyran-4-one

> <JCHEM_LOGP>
4.4288492

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.567377108390167

> <JCHEM_POLAR_SURFACE_AREA>
87.9

> <JCHEM_REFRACTIVITY>
121.45689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-3,5-dimethyl-6-[(2R,5Z)-5-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.803  -0.115   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.469  -2.425   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.136  -3.195   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.136  -4.735   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.381  -5.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.906  -7.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.366  -7.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.460  -8.351   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.929  -8.190   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.302  -6.783   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.024  -9.436   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.508  -9.275   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.413 -10.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.945 -10.360   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.571  -8.953   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -5.103  -8.792   0.000  0.00  0.00           N+1
HETATM   19  O   UNK     0      -6.008 -10.038   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.729  -7.385   0.000  0.00  0.00           O-1
HETATM   21  C   UNK     0      -2.666  -7.707   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.134  -7.868   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.890  -5.640   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.468  -3.195   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.468  -0.115   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22                                                       
CONECT   22   21   14                                                       
CONECT   23    9    6                                                       
CONECT   24    5   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    3   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
Alloaureothin	MeSH
Aureothin	MeSH

Chemical Formula

C₂₂H₂₃NO₆

Average Mass

397.4270 Da

Monoisotopic Mass

397.15254 Da

IUPAC Name

2-methoxy-3,5-dimethyl-6-[(2R,5Z)-5-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]-4H-pyran-4-one

Traditional Name

2-methoxy-3,5-dimethyl-6-[(2R,5Z)-5-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C(C)=C(O1)[C@H]1CC\C(O1)=C\C(\C)=C\C1=CC=C(C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C22H23NO6/c1-13(11-16-5-7-17(8-6-16)23(25)26)12-18-9-10-19(28-18)21-14(2)20(24)15(3)22(27-4)29-21/h5-8,11-12,19H,9-10H2,1-4H3/b13-11+,18-12-/t19-/m1/s1

InChI Key

OGUMLESFFBGVOO-VJDLAWOBSA-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
Streptomyces thioluteus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Alkyl aryl ether
Pyranone
Pyran
Heteroaromatic compound
Tetrahydrofuran
Vinylogous ester
C-nitro compound
Organic nitro compound
Cyclic ketone
Ether
Organic oxoazanium
Oxacycle
Organoheterocyclic compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.43	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	87.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.46 m³·mol⁻¹	ChemAxon
Polarizability	41.82 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

4940851

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436188

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cocks S, Wrigley SK, Chicarelli-Robinson MI, Smith RM: High-performance liquid chromatography comparison of supercritical-fluid extraction and solvent extraction of microbial fermentation products. J Chromatogr A. 1995 Apr 21;697(1-2):115-22. doi: 10.1016/0021-9673(94)00817-s. [PubMed:7780576 ]
LOTUS database [Link]

Showing NP-Card for 2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one (NP0322182)

MOL for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

3D MOL for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

3D SDF for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

3D-SDF for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

PDB for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

3D PDB for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

SMILES for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

INCHI for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

Structure for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)

3D Structure for NP0322182 (2-methoxy-3,5-dimethyl-6-[(2r,5z)-5-[(2e)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]pyran-4-one)