NP-MRD: Showing NP-Card for 3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione (NP0254404)

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Record Information

Version

2.0

Created at

2022-09-07 18:33:35 UTC

Updated at

2022-09-07 18:33:35 UTC

NP-MRD ID

NP0254404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione

Description

3-Hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)-4H,5H,6H,7H-pyrano[2,3-c]pyrrole-4,5-dione belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Based on a literature review very few articles have been published on 3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)-4H,5H,6H,7H-pyrano[2,3-c]pyrrole-4,5-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
    4.4735    2.5383    0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7028    1.3413    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7432    0.2520   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829    0.1774    0.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679   -0.9104   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405   -0.9105    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    0.0645    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990    1.1033    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314    0.9504    1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399   -0.3533    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1179   -0.2111   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1633    0.7449    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3118    0.9129   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9807   -0.4268   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -2.0362   -0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6114   -3.1718   -0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7153   -2.0200   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800   -3.0195   -1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789   -0.8497   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -0.4804   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6692   -1.2612   -1.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9650    0.8445   -0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2314    1.5535   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    2.8142    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2569    3.2411    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666   -1.8957   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094    0.8506    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074    2.1562    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0450    1.7564    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098   -1.0803    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797   -0.7888    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7243    0.1894   -1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -1.1874   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5890    0.4130    1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7004    1.7456    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0046    1.6333   -0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8568    1.2632   -1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1041   -0.3367   -0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7627   -0.8230   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6206   -1.1573    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6566   -3.3406   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0402    0.9648   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4762    1.9420    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914    2.4766   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19  3  2  0
  3  4  1  0
  3  2  1  0
  2  1  2  3
  2 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  2  0
  4  5  1  0
 20 19  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 13 36  1  0
 13 37  1  0
 12 34  1  0
 12 35  1  0
 11 32  1  0
 11 33  1  0
 10 30  1  0
 10 31  1  0
  9 29  1  0
  8 28  1  0
  7 27  1  0
  6 26  1  0
 16 41  1  0
  1 24  1  0
  1 25  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
M  END


  Mrv1652309072220332D          

 23 24  0  0  0  0            999 V2000
   -8.8987    5.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6438    4.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6438    3.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8987    2.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1287    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9537    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  4  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  3 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254404

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC=CC=CC1=C(O)C(=O)C2=C(O1)C(=C)N(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO4/c1-4-5-6-7-8-9-10-11-13-15(20)16(21)14-17(23-13)12(2)19(3)18(14)22/h8-11,20H,2,4-7H2,1,3H3

> <INCHI_KEY>
ITJJIMKGOLMIJY-UHFFFAOYSA-N

> <FORMULA>
C18H21NO4

> <MOLECULAR_WEIGHT>
315.369

> <EXACT_MASS>
315.14705816

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.57573138343497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)-4H,5H,6H,7H-pyrano[2,3-c]pyrrole-4,5-dione

> <JCHEM_LOGP>
2.7345933559999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.11624176735213

> <JCHEM_PKA_STRONGEST_BASIC>
-3.740815850960204

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
94.08629999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0     -16.611  10.411   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.135   8.946   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.670   8.470   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0     -13.337   9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0     -12.003   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -10.669   6.160   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -13.337   4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -14.670   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -16.135   6.454   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -16.611   4.989   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0     -17.040   7.700   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0     -18.580   7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
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                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    3   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    2   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₁NO₄

Average Mass

315.3690 Da

Monoisotopic Mass

315.14706 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC=CC=CC1=C(O)C(=O)C2=C(O1)C(=C)N(C)C2=O

InChI Identifier

InChI=1S/C18H21NO4/c1-4-5-6-7-8-9-10-11-13-15(20)16(21)14-17(23-13)12(2)19(3)18(14)22/h8-11,20H,2,4-7H2,1,3H3

InChI Key

ITJJIMKGOLMIJY-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Pyranone
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Lactam
Carboxylic acid derivative
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
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

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

163005158

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione (NP0254404)

MOL for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

3D MOL for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

3D SDF for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

3D-SDF for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

PDB for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

3D PDB for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

SMILES for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

INCHI for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

Structure for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)

3D Structure for NP0254404 (3-hydroxy-6-methyl-7-methylidene-2-(nona-1,3-dien-1-yl)pyrano[2,3-c]pyrrole-4,5-dione)