Showing NP-Card for dehydromatricaria ester (NP0278385)

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Record Information
Version2.0
Created at2022-09-09 03:23:26 UTC
Updated at2022-09-09 03:23:26 UTC
NP-MRD IDNP0278385
Secondary Accession NumbersNone
Natural Product Identification
Common Namedehydromatricaria ester
DescriptionCis-dehydromatricaria ester belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Thus, cis-dehydromatricaria ester is considered to be a fatty ester. dehydromatricaria ester is found in Anacyclus pyrethrum, Cota tinctoria, Artemisia igniaria, Artemisia vulgaris, Artemisia xanthochroa, Lidbeckia pectinata, Solidago canadensis, Solidago elongata, Solidago odora and Tanacetum balsamita. dehydromatricaria ester was first documented in 2003 (PMID: 12784629). Based on a literature review a small amount of articles have been published on Cis-dehydromatricaria ester (PMID: 34688040) (PMID: 34979736).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0278385 (dehydromatricaria ester)

  Mrv1652309092205232D          

 13 12  0  0  0  0            999 V2000
    3.7125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  3  0  0  0  0
  5  6  1  0  0  0  0
  6  7  3  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0278385 (dehydromatricaria ester)

     RDKit          3D

 21 20  0  0  0  0  0  0  0  0999 V2000
    6.3158    0.3481   -0.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563    0.3905   -0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257    0.4133    0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.4203    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    0.4111    1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387    0.3773    1.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    0.3275    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4390    0.2723    2.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444    0.1388    1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1691    0.0520    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157    0.0972   -0.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1999   -0.0913   -0.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424   -0.1759   -2.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5128   -0.6748   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214    1.1083   -1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0827    0.5731   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494    0.3363    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4830    0.0897    1.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1308    0.5641   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.1576   -2.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140   -1.1892   -2.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  3  0
  6  5  1  0
  5  4  3  0
  4  3  1  0
  3  2  3  0
  2  1  1  0
 13 19  1  0
 13 20  1  0
 13 21  1  0
  9 18  1  0
  8 17  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
M  END
Download

3D SDF for NP0278385 (dehydromatricaria ester)

  Mrv1652309092205232D          

 13 12  0  0  0  0            999 V2000
    3.7125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  3  0  0  0  0
  5  6  1  0  0  0  0
  6  7  3  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278385

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)\C=C/C#CC#CC#CC

> <INCHI_IDENTIFIER>
InChI=1S/C11H8O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h9-10H,1-2H3/b10-9-

> <INCHI_KEY>
LBAVIXQTLKRIGP-KTKRTIGZSA-N

> <FORMULA>
C11H8O2

> <MOLECULAR_WEIGHT>
172.183

> <EXACT_MASS>
172.052429498

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
18.832120539619666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z)-dec-2-en-4,6,8-triynoate

> <JCHEM_LOGP>
2.7203416606666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.829866399208565

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
53.424200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2Z)-dec-2-en-4,6,8-triynoate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0278385 (dehydromatricaria ester)

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PDB for NP0278385 (dehydromatricaria ester)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       6.930  -9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.160  -8.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390  -6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620  -5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

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3D PDB for NP0278385 (dehydromatricaria ester)
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SMILES for NP0278385 (dehydromatricaria ester)
COC(=O)\C=C/C#CC#CC#CC
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INCHI for NP0278385 (dehydromatricaria ester)
InChI=1S/C11H8O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h9-10H,1-2H3/b10-9-
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View in JSmol
Synonyms
ValueSource
(Z)-2-Decene-4,6,8-triynoic acid methyl esterKegg
(Z)-2-Decene-4,6,8-triynoate methyl esterGenerator
Chemical FormulaC11H8O2
Average Mass172.1830 Da
Monoisotopic Mass172.05243 Da
IUPAC Namemethyl (2Z)-dec-2-en-4,6,8-triynoate
Traditional Namemethyl (2Z)-dec-2-en-4,6,8-triynoate
CAS Registry NumberNot Available
SMILES
COC(=O)\C=C/C#CC#CC#CC
InChI Identifier
InChI=1S/C11H8O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h9-10H,1-2H3/b10-9-
InChI KeyLBAVIXQTLKRIGP-KTKRTIGZSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid esters  
Alternative Parents
Substituents
  • Fatty acid ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Methyl ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP2.72ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity53.42 m³·mol⁻¹ChemAxon
Polarizability18.83 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000158  
Chemspider ID4444689  
KEGG Compound IDC08774  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281309  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Nishidono Y, Tanaka K: Comprehensive characterization of polyacetylenes and diterpenes from the underground parts of Solidago altissima L. and their contribution to the overall allelopathic activity. Phytochemistry. 2022 Jan;193:112986. doi: 10.1016/j.phytochem.2021.112986. Epub 2021 Oct 20. [PubMed:34688040  ] 
  2. Ismail M, Kowsar A, Javed S, Choudhary MI, Khan SW, Abbas Q, Tang Y, Wang W: The Antibacterial, Insecticidal and Nematocidal Activities and Toxicity Studies of Tanacetum falconeri Hook. f. Turk J Pharm Sci. 2021 Dec 31;18(6):744-751. doi:  10.4274/tjps.galenos.2021.63372. [PubMed:34979736  ] 
  3. Inoguchi M, Ogawa S, Furukawa S, Kondo H: Production of an allelopathic polyacetylene in hairy root cultures of goldenrod (Solidago altissima L.). Biosci Biotechnol Biochem. 2003 Apr;67(4):863-8. doi: 10.1271/bbb.67.863. [PubMed:12784629  ] 
  4. LOTUS database [Link]