NP-MRD: Showing NP-Card for Infectocaryone (NP0060762)

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Record Information

Version

2.0

Created at

2022-04-28 05:45:15 UTC

Updated at

2022-04-28 05:45:15 UTC

NP-MRD ID

NP0060762

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Infectocaryone

Description

Infectocaryone belongs to the class of organic compounds known as o-quinomethanes. These are organic compounds containing a benzene ring conjugated to a methylidene group and a ketone at carbon atoms 1 and 2, respectively. Thus, infectocaryone is considered to be a flavonoid. Infectocaryone is found in Cryptocarya chinensis and Cryptocarya infectoria. Based on a literature review very few articles have been published on Infectocaryone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    4.7410    1.6506   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4379    1.2332   -0.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1187   -0.0221   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693   -0.8373   -1.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374   -0.3890   -1.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1109   -1.3616   -0.3090 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9494   -2.6143   -0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0114   -2.6885    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270   -1.9511    1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.9599    1.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1529   -0.2306    2.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9618   -0.8080    1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351   -0.1709    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    0.3162    2.7040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2806    0.0431    0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.6893    0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444    0.9760    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5768    1.6680    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7153    1.9432    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8551    1.5379   -1.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    0.8480   -1.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743    0.5696   -1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464    0.9103    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6404    2.5729    0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326    1.9495   -1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -0.8742   -2.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487    0.5444   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993   -1.5936   -0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -2.6675   -1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -3.5301   -0.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7985   -3.4381    0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674   -2.1011    2.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0326    1.2856    2.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173   -0.2926   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2715    1.0394    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577    1.9847    1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5248    2.4915    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7535    1.7524   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8874    0.4988   -2.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8956    0.0258   -1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  6  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  6
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END


  Mrv1652304282207452D          

 22 23  0  0  1  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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
   -3.5724   -5.3625    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
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  6 15  1  0  0  0  0
  5 16  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060762

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O4/c1-22-17(21)12-14-8-5-9-15(19)18(14)16(20)11-10-13-6-3-2-4-7-13/h2-7,9-11,14,20H,8,12H2,1H3/b11-10+,18-16-/t14-/m1/s1

> <INCHI_KEY>
HAXYQNFQUDHACW-LVJWOEPNSA-N

> <FORMULA>
C18H18O4

> <MOLECULAR_WEIGHT>
298.338

> <EXACT_MASS>
298.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.17640897216492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(1R,6Z)-6-[(2E)-1-hydroxy-3-phenylprop-2-en-1-ylidene]-5-oxocyclohex-3-en-1-yl]acetate

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.9540731976666663

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.889421494226237

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.497055404571466

> <JCHEM_PKA_STRONGEST_BASIC>
-5.205787958154464

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
87.28209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,6Z)-6-[(2E)-1-hydroxy-3-phenylprop-2-en-1-ylidene]-5-oxocyclohex-3-en-1-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -7.700   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      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    6                                                            
CONECT   16    5    1   17                                                  
CONECT   17   16                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₄

Average Mass

298.3380 Da

Monoisotopic Mass

298.12051 Da

IUPAC Name

methyl 2-[(1R,6Z)-6-[(2E)-1-hydroxy-3-phenylprop-2-en-1-ylidene]-5-oxocyclohex-3-en-1-yl]acetate

Traditional Name

methyl [(1R,6Z)-6-[(2E)-1-hydroxy-3-phenylprop-2-en-1-ylidene]-5-oxocyclohex-3-en-1-yl]acetate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H18O4/c1-22-17(21)12-14-8-5-9-15(19)18(14)16(20)11-10-13-6-3-2-4-7-13/h2-7,9-11,14,20H,8,12H2,1H3/b11-10+,18-16-/t14-/m1/s1

InChI Key

HAXYQNFQUDHACW-LVJWOEPNSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cryptocarya chinensis	LOTUS Database	35616633
Cryptocarya infectoria	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-quinomethanes. These are organic compounds containing a benzene ring conjugated to a methylidene group and a ketone at carbon atoms 1 and 2, respectively.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

O-quinomethanes

Alternative Parents

Substituents

Styrene
O-quinomethane
Cyclohexenone
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Enol
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120418 )

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	2.44	ALOGPS
logP	2.95	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.28 m³·mol⁻¹	ChemAxon
Polarizability	31.18 Å³	ChemAxon
Number of Rings	2	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

C00014584

Chemspider ID

8555365

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10379922

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Infectocaryone (NP0060762)

MOL for NP0060762 (Infectocaryone)

3D MOL for NP0060762 (Infectocaryone)

3D SDF for NP0060762 (Infectocaryone)

3D-SDF for NP0060762 (Infectocaryone)

PDB for NP0060762 (Infectocaryone)

3D PDB for NP0060762 (Infectocaryone)

SMILES for NP0060762 (Infectocaryone)

INCHI for NP0060762 (Infectocaryone)

Structure for NP0060762 (Infectocaryone)

3D Structure for NP0060762 (Infectocaryone)