NP-MRD: Showing NP-Card for 2'-O-Methylbroussonin A (NP0138326)

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Record Information

Version

1.0

Created at

2022-05-31 17:55:17 UTC

Updated at

2022-05-31 17:55:17 UTC

NP-MRD ID

NP0138326

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2'-O-Methylbroussonin A

Description

2'-O-Methylbroussonin A belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups. It was first documented in 2022 (PMID: 35630782). Based on a literature review a significant number of articles have been published on 2'-O-Methylbroussonin A (PMID: 35598145) (PMID: 35597638) (PMID: 35626087) (PMID: 35606943).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    5.6456    1.8588    1.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029    2.2151   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.5327   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    1.8507   -1.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768    1.1642   -2.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5683    0.1384   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707   -0.6383   -1.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373   -0.2342   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0199   -1.0794   -1.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320   -0.7361   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -1.3792    0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6546   -1.0627    1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5002   -0.0964    0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6563    0.2435    1.6470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2478    0.5643   -0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0965    0.2331   -0.9359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2332   -0.1683   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7658   -1.1772    0.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -1.6037    1.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3622    0.5169    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    2.6332    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0803    0.8544    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9159    1.9888    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6077    2.6593   -2.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693    1.4289   -2.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -0.5496   -2.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6156   -1.7164   -1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6900   -0.3734    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0779    0.8235   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714   -2.1596   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040   -1.0421   -2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8725   -2.1496    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9255   -1.5384    2.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8813   -0.2167    2.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321    1.3266   -0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    0.7630   -1.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -0.7077    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -2.2947    2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2982   -2.1132    1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8560    0.2414    1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 20  2  0
 20 17  1  0
 17 18  1  0
 18 19  1  0
 17  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 20 40  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
  5 25  1  0
  4 24  1  0
M  END


  Mrv1652305312219552D          

 20 21  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    4.2868   -4.1250    0.0000 O   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
    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
    2.1434   -5.3625    0.0000 C   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
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    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
    2.1434   -2.8875    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  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  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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  2  0  0  0  0
  3 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138326

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(CCCC2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O3/c1-19-16-11-8-14(17(12-16)20-2)5-3-4-13-6-9-15(18)10-7-13/h6-12,18H,3-5H2,1-2H3

> <INCHI_KEY>
ITRWHPPVRARAPO-UHFFFAOYSA-N

> <FORMULA>
C17H20O3

> <MOLECULAR_WEIGHT>
272.344

> <EXACT_MASS>
272.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.72997461446538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[3-(2,4-dimethoxyphenyl)propyl]phenol

> <JCHEM_LOGP>
4.33526932

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.30547410639278

> <JCHEM_PKA_STRONGEST_BASIC>
-4.530604693184333

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
79.90450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[3-(2,4-dimethoxyphenyl)propyl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19    8   20                                                       
CONECT   20   19    3                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀O₃

Average Mass

272.3440 Da

Monoisotopic Mass

272.14124 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

127757-13-5

SMILES

COC1=CC(OC)=C(CCCC2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C17H20O3/c1-19-16-11-8-14(17(12-16)20-2)5-3-4-13-6-9-15(18)10-7-13/h6-12,18H,3-5H2,1-2H3

InChI Key

ITRWHPPVRARAPO-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 cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Cinnamylphenols

Direct Parent

Cinnamylphenols

Alternative Parents

Substituents

Cinnamylphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

15442139

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14614910

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nascimento TCD, Pinheiro PN, Fernandes AS, Caetano PA, Jacob-Lopes E, Zepka LQ: Insights on the Bioaccessibility of Natural Pigments from Diatom Chaetoceros calcitrans. Molecules. 2022 May 21;27(10). pii: molecules27103305. doi: 10.3390/molecules27103305. [PubMed:35630782 ]
Li X, Huang Y, Zhang J, Ding C, Chen Y, Chen H, Bao J: Treatment zone decentration promotes retinal reshaping in Chinese myopic children wearing orthokeratology lenses. Ophthalmic Physiol Opt. 2022 May 22. doi: 10.1111/opo.12996. [PubMed:35598145 ]
Armentrout PB: Thermochemistry and mechanisms of the Pt(+) + SO2 reaction from guided ion beam tandem mass spectrometry and theory. J Chem Phys. 2022 May 21;156(19):194301. doi: 10.1063/5.0091510. [PubMed:35597638 ]
Hue SS, Ng SB, Wang S, Tan SY: Cellular Origins and Pathogenesis of Gastrointestinal NK- and T-Cell Lymphoproliferative Disorders. Cancers (Basel). 2022 May 18;14(10). pii: cancers14102483. doi: 10.3390/cancers14102483. [PubMed:35626087 ]
Gardinger Y, Malmgren A, Hlebowicz J, Dencker M: Effect of food intake on echocardiographic measurements in healthy elderly. Echocardiography. 2022 Jun;39(6):811-818. doi: 10.1111/echo.15368. Epub 2022 May 23. [PubMed:35606943 ]

Showing NP-Card for 2'-O-Methylbroussonin A (NP0138326)

MOL for NP0138326 (2'-O-Methylbroussonin A)

3D MOL for NP0138326 (2'-O-Methylbroussonin A)

3D SDF for NP0138326 (2'-O-Methylbroussonin A)

3D-SDF for NP0138326 (2'-O-Methylbroussonin A)

PDB for NP0138326 (2'-O-Methylbroussonin A)

3D PDB for NP0138326 (2'-O-Methylbroussonin A)

SMILES for NP0138326 (2'-O-Methylbroussonin A)

INCHI for NP0138326 (2'-O-Methylbroussonin A)

Structure for NP0138326 (2'-O-Methylbroussonin A)

3D Structure for NP0138326 (2'-O-Methylbroussonin A)