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Showing NP-Card for Cinnamyl acetat (NP0139741)

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Record Information
Version2.0
Created at2022-06-29 20:08:21 UTC
Updated at2022-06-29 20:08:21 UTC
NP-MRD IDNP0139741
Secondary Accession NumbersNone
Natural Product Identification
Common NameCinnamyl acetat
DescriptionCinnamyl acetate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl acetat is found in Bidens graveolens, Cinnamomum aromaticum, Cinnamomum osmophloeum, Cinnamomum sieboldii, Cinnamomum verum, Coreopsis woytkowskii, Cucumis melo, Illicium verum, Litchi chinensis, Nicotiana bonariensis, Pandanus tectorius, Rhodiola rosea and Syzygium jambos. Cinnamyl acetat was first documented in 2021 (PMID: 35052881). Based on a literature review a small amount of articles have been published on Cinnamyl acetate (PMID: 34931852) (PMID: 34808258) (PMID: 34685981) (PMID: 34495124).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0139741 (Cinnamyl acetat)


  Mrv1652306292222082D          

 13 13  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
M  END
Download

3D MOL for NP0139741 (Cinnamyl acetat)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
    4.4286    0.7939    0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585    0.0193   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    0.3101   -1.1225 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654   -1.0596    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403   -1.8675    0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -1.0229    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -0.9539   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755   -0.1555   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944   -0.1317   -1.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6477    0.6054   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9282    1.3477    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    1.3479    1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959    0.5925    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2868    0.2586   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017    1.8194   -0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5536    0.8798    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -2.5504    1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735   -2.5019   -0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558   -0.5148    1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1876   -1.5331   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2888   -0.7106   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3441    0.6096   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.9193    0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2346    1.9148    2.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1869    0.5837    1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
M  END
Download

3D SDF for NP0139741 (Cinnamyl acetat)


  Mrv1652306292222082D          

 13 13  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5+

> <INCHI_KEY>
WJSDHUCWMSHDCR-VMPITWQZSA-N

> <FORMULA>
C11H12O2

> <MOLECULAR_WEIGHT>
176.215

> <EXACT_MASS>
176.083729626

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.69428795423059

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-phenylprop-2-en-1-yl acetate

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.2569371323333334

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.004438223439601

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
52.34400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cinnamyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0139741 (Cinnamyl acetat)

Download
PDB for NP0139741 (Cinnamyl acetat)
HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0139741 (Cinnamyl acetat)
Download
SMILES for NP0139741 (Cinnamyl acetat)
CC(=O)OC\C=C\C1=CC=CC=C1
Download
INCHI for NP0139741 (Cinnamyl acetat)
InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5+
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View in JSmol
Synonyms
ValueSource
3-Phenyl-2-propenyl acetateKegg
3-Phenyl-2-propenyl acetic acidGenerator
Cinnamyl acetic acidGenerator
Chemical FormulaC11H12O2
Average Mass176.2150 Da
Monoisotopic Mass176.08373 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC(=O)OC\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5+
InChI KeyWJSDHUCWMSHDCR-VMPITWQZSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Bidens graveolensLOTUS Database
Cinnamomum aromaticumLOTUS Database
Cinnamomum osmophloeumLOTUS Database
Cinnamomum sieboldiiLOTUS Database
Cinnamomum verumLOTUS Database
Coreopsis woytkowskiiLOTUS Database
Cucumis meloLOTUS Database
Illicium verumLOTUS Database
Litchi chinensisLOTUS Database
Nicotiana bonariensisLOTUS Database
Pandanus tectoriusLOTUS Database
Rhodiola roseaLOTUS Database
Syzygium jambosLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassStyrenes  
Direct ParentStyrenes  
Alternative Parents
Substituents
  • Styrene
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00035072  
Chemspider ID4445319  
KEGG Compound IDC12299  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCinnamyl acetate  
METLIN IDNot Available
PubChem Compound5282110  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDrw1003372  
References
General References
  1. Albuquerque VQ, Soares MJC, Matos MNC, Cavalcante RMB, Guerrero JAP, Soares Rodrigues TH, Gomes GA, de Medeiros Guedes RF, Castelo-Branco DSCM, Goes da Silva IN, Carneiro VA: Anti-Staphylococcal Activity of Cinnamomum zeylanicum Essential Oil against Planktonic and Biofilm Cells Isolated from Canine Otological Infections. Antibiotics (Basel). 2021 Dec 22;11(1):4. doi: 10.3390/antibiotics11010004. [PubMed:35052881  ] 
  2. Ng F, Thong A, Basri N, Wu W, Chew W, Dharmawan J: Profiling of Aroma-Active Compounds in Ylang-Ylang Essential Oils by Aroma Extract Dilution Analysis (AEDA) and Chemometric Methods. J Agric Food Chem. 2022 Jan 12;70(1):260-266. doi: 10.1021/acs.jafc.1c05492. Epub  2021 Dec 21. [PubMed:34931852  ] 
  3. Api AM, Belsito D, Botelho D, Bruze M, Burton GA Jr, Buschmann J, Cancellieri MA, Dagli ML, Date M, Dekant W, Deodhar C, Fryer AD, Jones L, Joshi K, Kumar M, Lapczynski A, Lavelle M, Lee I, Liebler DC, Moustakas H, Na M, Penning TM, Ritacco G, Romine J, Sadekar N, Schultz TW, Selechnik D, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y: RIFM fragrance ingredient safety assessment, cinnamyl acetate, CAS Registry Number 103-54-8. Food Chem Toxicol. 2022 Jan 15;159 Suppl 1:112692. doi:  10.1016/j.fct.2021.112692. Epub 2021 Nov 19. [PubMed:34808258  ] 
  4. Gilardoni G, Montalvan M, Velez M, Malagon O: Chemical and Enantioselective Analysis of the Essential Oils from Different Morphological Structures of Ocotea quixos (Lam.) Kosterm. Plants (Basel). 2021 Oct 14;10(10):2171. doi: 10.3390/plants10102171. [PubMed:34685981  ] 
  5. Marchesini P, Oliveira DR, Gomes GA, Rodrigues THS, Maturano R, Fidelis QC, Catunda Junior FEA, Carvalho MG, Bittencourt VREP, Monteiro CMO: Acaricidal activity of essential oils of Cinnamomum zeylanicum and Eremanthus erythropappus, major compounds and cinnamyl acetate in Rhipicephalus microplus. Rev Bras Parasitol Vet. 2021 Sep 6;30(3):e009221. doi: 10.1590/S1984-29612021070.  eCollection 2021. [PubMed:34495124  ]