NP-MRD: Showing NP-Card for emoroidenone (NP0324371)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 04:24:35 UTC

Updated at

2022-09-12 04:24:35 UTC

NP-MRD ID

NP0324371

Secondary Accession Numbers

None

Natural Product Identification

Common Name

emoroidenone

Description

Emoroidenone belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. Thus, emoroidenone is considered to be a flavonoid. Based on a literature review very few articles have been published on Emoroidenone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -3.7183   -2.8225    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9994   -2.1817    0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4300   -2.2134    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640   -1.4227   -0.1264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6539   -1.3587    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2429   -0.0119   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3868    0.6819   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902    1.9812   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341    2.5226   -1.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7353    3.8134   -1.5568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726    4.6758   -1.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1728    1.7652   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0367    0.4843   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665   -0.2346    0.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    0.0871   -0.4880 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5045   -0.6312    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586   -1.2723   -0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5418   -1.9371    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924   -1.9784    1.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4670   -1.3568    2.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731   -0.6835    1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6796    1.5840   -0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957    2.3264   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797    3.4596   -1.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5172   -0.0779   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -2.8405    2.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4983   -3.3422    2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1313   -2.2645    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109   -3.0957   -0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6751   -1.2752   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0757   -1.8904   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996   -2.1660   -0.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5886   -1.3711    1.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    2.5486   -1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    4.4660   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3824    5.7129   -1.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    4.5844   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906   -0.2365   -1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6069   -1.2466   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3707   -2.4426   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2420   -2.4890    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4155   -1.3807    3.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587   -0.1898    2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049    1.8994    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    1.8206   -1.1588 H   0  0  0  0  0  0  0  0  0  0  0  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  4  1  0
  4 25  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  6 13  1  0
 13 12  2  0
 12 23  1  0
 23 24  2  0
 23 22  1  0
 22 15  1  0
 15 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 12  9  1  0
 21 16  1  0
 25  7  1  0
 14 13  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
  8 34  1  0
  5 32  1  0
  5 33  1  0
  4 31  1  6
  3 28  1  0
  3 29  1  0
  3 30  1  0
  1 26  1  0
  1 27  1  0
 22 44  1  0
 22 45  1  0
 15 38  1  6
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END


  Mrv1652309122206242D          

 25 28  0  0  0  0            999 V2000
    5.0883   -0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3355   -1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    2.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -2.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240   -2.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -1.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9793   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0655    1.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 25  1  0  0  0  0
  4 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324371

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(CC(O2)C(C)=C)C2=C1C(=O)CC(O2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O4/c1-12(2)16-9-14-18(24-16)11-19(23-3)20-15(22)10-17(25-21(14)20)13-7-5-4-6-8-13/h4-8,11,16-17H,1,9-10H2,2-3H3

> <INCHI_KEY>
ILWIXDUFMCFWAS-UHFFFAOYSA-N

> <FORMULA>
C21H20O4

> <MOLECULAR_WEIGHT>
336.387

> <EXACT_MASS>
336.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.83073819374442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methoxy-12-phenyl-4-(prop-1-en-2-yl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),2(6),7-trien-10-one

> <JCHEM_LOGP>
3.8547281553333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.122166208278891

> <JCHEM_PKA_STRONGEST_BASIC>
-4.440350885659123

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
94.69800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
8-methoxy-12-phenyl-4-(prop-1-en-2-yl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),2(6),7-trien-10-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       9.498  -0.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.093  -2.271   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.406  -0.502   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.956   3.388   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.228   4.745   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.689   4.793   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.062  -0.587   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.289  -1.848   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.439  -3.205   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.372  -4.514   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.911  -4.466   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.639  -3.109   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.828  -1.800   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.122   3.484   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.719   1.616   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   23                                                  
CONECT   13   12    6   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   15   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23                                                            
CONECT   25    7    4                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₄

Average Mass

336.3870 Da

Monoisotopic Mass

336.13616 Da

IUPAC Name

8-methoxy-12-phenyl-4-(prop-1-en-2-yl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),2(6),7-trien-10-one

Traditional Name

8-methoxy-12-phenyl-4-(prop-1-en-2-yl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),2(6),7-trien-10-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(CC(O2)C(C)=C)C2=C1C(=O)CC(O2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H20O4/c1-12(2)16-9-14-18(24-16)11-19(23-3)20-15(22)10-17(25-21(14)20)13-7-5-4-6-8-13/h4-8,11,16-17H,1,9-10H2,2-3H3

InChI Key

ILWIXDUFMCFWAS-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 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
5-methoxyflavonoid-skeleton
Flavanone
Chromone
Chromane
Benzopyran
1-benzopyran
Coumaran
Anisole
Phenol ether
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140163 )

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	3.85	ChemAxon
pKa (Strongest Acidic)	14.12	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.7 m³·mol⁻¹	ChemAxon
Polarizability	36.83 Å³	ChemAxon
Number of Rings	4	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

C00014207

Chemspider ID

24846309

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42607866

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for emoroidenone (NP0324371)

MOL for NP0324371 (emoroidenone)

3D MOL for NP0324371 (emoroidenone)

3D SDF for NP0324371 (emoroidenone)

3D-SDF for NP0324371 (emoroidenone)

PDB for NP0324371 (emoroidenone)

3D PDB for NP0324371 (emoroidenone)

SMILES for NP0324371 (emoroidenone)

INCHI for NP0324371 (emoroidenone)

Structure for NP0324371 (emoroidenone)

3D Structure for NP0324371 (emoroidenone)