NP-MRD: Showing NP-Card for cassiferaldehyde (NP0034561)

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Record Information

Version

2.0

Created at

2021-06-20 18:15:20 UTC

Updated at

2021-06-30 00:05:02 UTC

NP-MRD ID

NP0034561

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cassiferaldehyde

Provided By

JEOL Database JEOL Logo

Description

Cassiferaldehyde belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. cassiferaldehyde is found in Cinnamomum cassia. cassiferaldehyde was first documented in 2009 (PMID: 19555125). Based on a literature review very few articles have been published on cassiferaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120153D          

 23 23  0  0  0  0            999 V2000
   -0.7144   -3.7724   -0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8710   -2.7751    0.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3149   -1.5893    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569   -0.6548   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904   -0.9120   -0.4306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631    0.5584   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6847    0.8581   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -0.0542    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0412   -1.2938    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9051   -2.2263    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900   -2.4547    0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9740   -3.4177    1.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455   -3.6559    1.5237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418   -3.9873   -0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1854   -4.6912    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -3.4767   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639   -1.7230    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3254    1.2712   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0787    1.8129   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644    0.2294    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4180   -2.7516    2.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7132   -1.9791    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -3.9059    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
  4  3  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  3  9  1  0  0  0  0
 12 23  1  0  0  0  0
  6  4  1  0  0  0  0
 12 13  2  0  0  0  0
  9  8  2  0  0  0  0
  3  2  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
  7  6  2  0  0  0  0
  4  5  1  0  0  0  0
  7 19  1  0  0  0  0
  6 18  1  0  0  0  0
  8 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 22  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  5 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034561

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C(\C([H])=C(/[H])C([H])=O)=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-13-10-8(5-3-7-11)4-2-6-9(10)12/h2-7,12H,1H3/b5-3+

> <INCHI_KEY>
LNYOLAZJJYTRSO-HWKANZROSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.187

> <EXACT_MASS>
178.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.2855736002699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enal

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.5162334203333336

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.91623614926394

> <JCHEM_PKA_STRONGEST_BASIC>
-4.567040199199232

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
50.5786

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.714  -3.772  -0.256  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.871  -2.775   0.760  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.315  -1.589   0.336  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.157  -0.655  -0.277  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.490  -0.912  -0.431  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.663   0.558  -0.732  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.685   0.858  -0.545  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.527  -0.054   0.103  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.041  -1.294   0.552  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.905  -2.226   1.296  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.190  -2.455   0.992  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.974  -3.418   1.789  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.146  -3.656   1.524  0.00  0.00           O+0
HETATM   14  H   UNK     0       0.342  -3.987  -0.449  0.00  0.00           H+0
HETATM   15  H   UNK     0      -1.185  -4.691   0.106  0.00  0.00           H+0
HETATM   16  H   UNK     0      -1.218  -3.477  -1.183  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.664  -1.723   0.083  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.325   1.271  -1.215  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.079   1.813  -0.885  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.564   0.229   0.269  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.418  -2.752   2.115  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.713  -1.979   0.171  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.450  -3.906   2.627  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    3    1                                                       
CONECT    3    4    9    2                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4   17                                                       
CONECT    6    4    7   18                                                  
CONECT    7    8    6   19                                                  
CONECT    8    9    7   20                                                  
CONECT    9   10    3    8                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   23   13                                                  
CONECT   13   12                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    5                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₀O₃

Average Mass

178.1870 Da

Monoisotopic Mass

178.06299 Da

IUPAC Name

(2E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enal

Traditional Name

(2E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enal

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C(\C([H])=C(/[H])C([H])=O)=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C10H10O3/c1-13-10-8(5-3-7-11)4-2-6-9(10)12/h2-7,12H,1H3/b5-3+

InChI Key

LNYOLAZJJYTRSO-HWKANZROSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cinnamomum aromaticum	JEOL database	Ngoc, T. M., et al, J. Nat. Prod. 72, 1205 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Cinnamaldehyde
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Enal
Alpha,beta-unsaturated aldehyde
Ether
Hydrocarbon derivative
Carbonyl group
Aldehyde
Organic oxide
Organic oxygen compound
Organooxygen compound
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
logP	2.22	ALOGPS
logP	1.52	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	50.58 m³·mol⁻¹	ChemAxon
Polarizability	18.29 Å³	ChemAxon
Number of Rings	1	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

Not Available

Chemspider ID

24663672

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44178761

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ngoc TM, Lee I, Ha do T, Kim H, Min B, Bae K: Tyrosinase-inhibitory constituents from the twigs of Cinnamomum cassia. J Nat Prod. 2009 Jun;72(6):1205-8. doi: 10.1021/np900031q. [PubMed:19555125 ]
Ngoc, T. M., et al. (2009). Ngoc, T. M., et al, J. Nat. Prod. 72, 1205 (2009). J. Nat. Prod..

Showing NP-Card for cassiferaldehyde (NP0034561)

MOL for NP0034561 (cassiferaldehyde)

3D MOL for NP0034561 (cassiferaldehyde)

3D SDF for NP0034561 (cassiferaldehyde)

3D-SDF for NP0034561 (cassiferaldehyde)

PDB for NP0034561 (cassiferaldehyde)

3D PDB for NP0034561 (cassiferaldehyde)

SMILES for NP0034561 (cassiferaldehyde)

INCHI for NP0034561 (cassiferaldehyde)

Structure for NP0034561 (cassiferaldehyde)

3D Structure for NP0034561 (cassiferaldehyde)