NP-MRD: Showing NP-Card for mimosifolenone (NP0305853)

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Record Information

Version

2.0

Created at

2022-09-10 21:59:10 UTC

Updated at

2022-09-10 21:59:10 UTC

NP-MRD ID

NP0305853

Secondary Accession Numbers

None

Natural Product Identification

Common Name

mimosifolenone

Description

Mimosifolenone belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Mimosifolenone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. mimosifolenone was first documented in 1996 (PMID: 8991952). Based on a literature review very few articles have been published on mimosifolenone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.0644    0.4619    2.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -0.4414    1.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488   -0.2392    0.6054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6282   -1.4458    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5865   -0.9037   -0.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017   -1.4359   -1.0644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    0.2326   -1.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    0.6556   -2.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8167    0.1536   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5610   -0.0244   -0.2280 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1805   -1.1892    0.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    1.1938    0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2565    1.4319    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3772    0.6046    0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224    0.7815    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6991    0.1312    0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757   -0.7587   -0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.9579   -1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5818   -0.2787   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1744    0.4783    2.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822    0.1159    3.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663    1.4755    2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687    0.6464    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942   -2.2395   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2663   -1.7789    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    0.7476   -2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1360    1.5234   -2.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406    0.8435   -2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -0.8255   -2.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -1.8054   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    1.9916    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677    2.4642    0.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4116    1.4830    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5651    0.2814    1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204   -1.2774   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759   -1.6439   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8141   -0.4522   -1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10  3  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  1
  4 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
M  END


  Mrv1652309102223592D          

 19 20  0  0  1  0            999 V2000
    5.3185    3.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    2.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4572    2.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2700    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8873    1.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483    1.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8441    0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1730    0.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0609    1.3450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3072    1.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464    1.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319    1.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319    0.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464    0.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464   -0.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319   -1.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174   -0.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174    0.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 12 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
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305853

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1CC(=O)C=CC[C@@]1(O)\C=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O3/c1-19-15-12-14(17)8-5-10-16(15,18)11-9-13-6-3-2-4-7-13/h2-9,11,15,18H,10,12H2,1H3/b11-9-/t15-,16-/m1/s1

> <INCHI_KEY>
FLWCMQWIFOAMFR-LXJJZASNSA-N

> <FORMULA>
C16H18O3

> <MOLECULAR_WEIGHT>
258.317

> <EXACT_MASS>
258.12559444

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.475266066117747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,6R)-5-hydroxy-6-methoxy-5-[(Z)-2-phenylethenyl]cyclohept-2-en-1-one

> <JCHEM_LOGP>
2.5261557533333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.58825946099794

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.343164888118775

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5226242602902573

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
76.39070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6R)-5-hydroxy-6-methoxy-5-[(Z)-2-phenylethenyl]cyclohept-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.928   6.516   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.291   5.114   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.187   3.861   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.704   4.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.856   3.103   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      14.277   3.698   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      12.776   1.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.523   0.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.042   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.447   2.511   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.040   1.884   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.113   3.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.780   2.511   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.780   0.971   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.113   0.201   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.113  -1.339   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.780  -2.109   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.446  -1.339   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.446   0.201   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈O₃

Average Mass

258.3170 Da

Monoisotopic Mass

258.12559 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CO[C@@H]1CC(=O)C=CC[C@@]1(O)\C=C/C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H18O3/c1-19-15-12-14(17)8-5-10-16(15,18)11-9-13-6-3-2-4-7-13/h2-9,11,15,18H,10,12H2,1H3/b11-9-/t15-,16-/m1/s1

InChI Key

FLWCMQWIFOAMFR-LXJJZASNSA-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 styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Tertiary alcohol
Cyclic ketone
Ketone
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

cyclic ketone (CHEBI:66393 )
tertiary alcohol (CHEBI:66393 )
enone (CHEBI:66393 )
ether (CHEBI:66393 )
styrenes (CHEBI:66393 )

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

28638997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70697843

PDB ID

Not Available

ChEBI ID

66393

Good Scents ID

Not Available

References

General References

Fullas F, Kornberg LJ, Wani MC, Wall ME, Farnsworth NR, Chagwedera TE, Kinghorn AD: Two new aromatic constitutents from the rootwood of Aeschynomene mimosifolia. J Nat Prod. 1996 Feb;59(2):190-2. doi: 10.1021/np960052v. [PubMed:8991952 ]
LOTUS database [Link]

Showing NP-Card for mimosifolenone (NP0305853)

MOL for NP0305853 (mimosifolenone)

3D MOL for NP0305853 (mimosifolenone)

3D SDF for NP0305853 (mimosifolenone)

3D-SDF for NP0305853 (mimosifolenone)

PDB for NP0305853 (mimosifolenone)

3D PDB for NP0305853 (mimosifolenone)

SMILES for NP0305853 (mimosifolenone)

INCHI for NP0305853 (mimosifolenone)

Structure for NP0305853 (mimosifolenone)

3D Structure for NP0305853 (mimosifolenone)