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Showing NP-Card for ectocarpene (NP0290653)

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Record Information
Version2.0
Created at2022-09-09 21:26:02 UTC
Updated at2022-09-09 21:26:02 UTC
NP-MRD IDNP0290653
Secondary Accession NumbersNone
Natural Product Identification
Common Nameectocarpene
DescriptionEctocarpene belongs to the class of organic compounds known as cycloalkenes. These are unsaturated monocyclic hydrocarbons having one endocyclic double bond. ectocarpene is found in Analipus japonicus, Cutleria multifida, Dictyopteris latiuscula, Dictyopteris prolifera, Dictyopteris undulata and Scytosiphon lomentaria. ectocarpene was first documented in 2004 (PMID: 15237627). Based on a literature review a small amount of articles have been published on Ectocarpene (PMID: 30731425) (PMID: 26729140) (PMID: 21445890) (PMID: 16139326).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0290653 (ectocarpene)


  Mrv1652309092223262D          

 11 11  0  0  1  0            999 V2000
   -0.5724    3.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    3.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    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
  5  4  1  6  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  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
M  END
Download

3D MOL for NP0290653 (ectocarpene)

     RDKit          3D

 27 27  0  0  0  0  0  0  0  0999 V2000
    3.7136    0.8562    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -0.6236    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9458   -0.8603    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108    0.1307    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3385    0.0908    0.5828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9808   -1.2054    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357   -1.5217    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4364   -0.7471    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2870    0.7024    0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145    1.4822   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131    0.9925   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8281    0.9631   -0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4524    1.3085    1.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087    1.4041   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -1.1056   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9617   -1.0613    0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5255   -1.8594    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483    1.1474    0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    0.6011    1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582   -2.0391    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4734   -2.5838    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6911   -0.9799   -1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2896   -1.0869    0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1802    1.2067    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3633    2.5315    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2313    1.8527   -0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522    0.4039   -1.4582 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
  4  5  1  0
  5 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  1
 11 26  1  0
 11 27  1  0
 10 25  1  0
  9 24  1  0
  8 22  1  0
  8 23  1  0
  7 21  1  0
  6 20  1  0
M  END
Download

3D SDF for NP0290653 (ectocarpene)


  Mrv1652309092223262D          

 11 11  0  0  1  0            999 V2000
   -0.5724    3.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    3.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    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
  5  4  1  6  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  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C\[C@H]1CC=CCC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H16/c1-2-3-8-11-9-6-4-5-7-10-11/h3-4,6-8,10-11H,2,5,9H2,1H3/b8-3+/t11-/m0/s1

> <INCHI_KEY>
KIFXGGYCNMHCSX-AEBAWRHJSA-N

> <FORMULA>
C11H16

> <MOLECULAR_WEIGHT>
148.249

> <EXACT_MASS>
148.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
19.09185790967711

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-6-[(1E)-but-1-en-1-yl]cyclohepta-1,4-diene

> <JCHEM_LOGP>
3.646940776333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
53.90840000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
ectocarpene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0290653 (ectocarpene)

Download
PDB for NP0290653 (ectocarpene)
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      -1.068   7.165   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.265   6.395   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.265   4.855   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.599   4.085   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.599   2.545   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.986   1.876   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.329   0.375   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.369  -0.829   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.829  -0.829   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.131   0.375   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.211   1.876   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   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0290653 (ectocarpene)
Download
SMILES for NP0290653 (ectocarpene)
CC\C=C\[C@H]1CC=CCC=C1
Download
INCHI for NP0290653 (ectocarpene)
InChI=1S/C11H16/c1-2-3-8-11-9-6-4-5-7-10-11/h3-4,6-8,10-11H,2,5,9H2,1H3/b8-3+/t11-/m0/s1
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View in JSmol
Synonyms
ValueSource
1-(1-Butenyl)-2,5-cycloheptadieneMeSH
Chemical FormulaC11H16
Average Mass148.2490 Da
Monoisotopic Mass148.12520 Da
IUPAC Name(6R)-6-[(1E)-but-1-en-1-yl]cyclohepta-1,4-diene
Traditional Nameectocarpene
CAS Registry NumberNot Available
SMILES
CC\C=C\[C@H]1CC=CCC=C1
InChI Identifier
InChI=1S/C11H16/c1-2-3-8-11-9-6-4-5-7-10-11/h3-4,6-8,10-11H,2,5,9H2,1H3/b8-3+/t11-/m0/s1
InChI KeyKIFXGGYCNMHCSX-AEBAWRHJSA-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
Analipus japonicusLOTUS Database
Cutleria multifidaLOTUS Database
Dictyopteris latiusculaLOTUS Database
Dictyopteris proliferaLOTUS Database
Dictyopteris undulataLOTUS Database
Scytosiphon lomentariaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cycloalkenes. These are unsaturated monocyclic hydrocarbons having one endocyclic double bond.
KingdomOrganic compounds  
Super ClassHydrocarbons  
ClassUnsaturated hydrocarbons  
Sub ClassOlefins  
Direct ParentCycloalkenes  
Alternative Parents
Substituents
  • Cycloalkene
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic 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
logP3.65ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity53.91 m³·mol⁻¹ChemAxon
Polarizability19.09 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000248  
Chemspider ID4945221  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEctocarpene  
METLIN IDNot Available
PubChem Compound6440990  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Kinoshita-Terauchi N, Shiba K, Umezawa T, Matsuda F, Motomura T, Inaba K: A brown algal sex pheromone reverses the sign of phototaxis by cAMP/Ca(2+)-dependent signaling in the male gametes of Mutimo cylindricus (Cutleriaceae). J Photochem Photobiol B. 2019 Mar;192:113-123. doi: 10.1016/j.jphotobiol.2019.01.010. Epub 2019 Jan 29. [PubMed:30731425  ] 
  2. Prestegard SK, Erga SR, Steinrucken P, Mjos SA, Knutsen G, Rohloff J: Specific Metabolites in a Phaeodactylum tricornutum Strain Isolated from Western Norwegian Fjord Water. Mar Drugs. 2015 Dec 30;14(1):9. doi: 10.3390/md14010009. [PubMed:26729140  ] 
  3. Kollmannsberger H, Rodriguez-Burruezo A, Nitz S, Nuez F: Volatile and capsaicinoid composition of aji (Capsicum baccatum) and rocoto (Capsicum pubescens), two Andean species of chile peppers. J Sci Food Agric. 2011 Jul;91(9):1598-611. doi: 10.1002/jsfa.4354. Epub 2011 Mar  28. [PubMed:21445890  ] 
  4. Skjevrak I, Lund V, Ormerod K, Herikstad H: Volatile organic compounds in natural biofilm in polyethylene pipes supplied with lake water and treated water from the distribution network. Water Res. 2005 Oct;39(17):4133-41. doi: 10.1016/j.watres.2005.07.033. Epub 2005  Aug 31. [PubMed:16139326  ] 
  5. Skjevrak I, Lund V, Ormerod K, Due A, Herikstad H: Biofilm in water pipelines; a potential source for off-flavours in the drinking water. Water Sci Technol. 2004;49(9):211-7. [PubMed:15237627  ] 
  6. LOTUS database [Link]