NP-MRD: Showing NP-Card for (12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne (NP0147873)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 03:33:28 UTC

Updated at

2022-09-02 03:33:28 UTC

NP-MRD ID

NP0147873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

Description

Callypentayne, also known as callyberyne a, belongs to the class of organic compounds known as enynes. These are hydrocarbons containing an alkene and an alkyne group. Based on a literature review very few articles have been published on callypentayne.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 40  0  0  0  0  0  0  0  0999 V2000
  -10.2334    3.2829   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4579    2.4150   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5399    1.3701    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7731    0.4746    0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8638   -0.6099    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5166   -0.3261    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -1.4917    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755   -1.2467   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071   -1.0392   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -0.7932   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813   -0.5820   -2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -0.3222   -2.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -0.3252   -2.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4143   -0.6073   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9975    0.6099    0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4142    0.9069   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3363   -0.2394    0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7354    0.0532   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7248    0.0748    0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4333   -0.1956    1.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -0.4180    3.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9323    4.0441   -0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7122   -0.7259    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2679   -1.5784    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6257   -0.3044   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0614    0.5926    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4838   -1.5447    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713   -2.4023   -0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3177   -0.1209   -3.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3770   -0.1307   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -1.4941   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718   -0.6963   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8907    0.5709    1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    1.4939   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4447    1.1460   -1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330    1.7962    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2592   -0.4304    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9872   -1.1485   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9453    0.2545   -1.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7491    0.2842    0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0131   -0.5964    4.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  3  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  3  0
 10  9  1  0
  9  8  3  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  3  0
  3  2  1  0
  2  1  3  0
 21 41  1  0
 19 40  1  0
 18 39  1  0
 17 37  1  0
 17 38  1  0
 16 35  1  0
 16 36  1  0
 15 33  1  0
 15 34  1  0
 14 31  1  0
 14 32  1  0
 13 30  1  0
 12 29  1  0
  7 27  1  0
  7 28  1  0
  6 25  1  0
  6 26  1  0
  5 23  1  0
  5 24  1  0
  1 22  1  0
M  END


  Mrv1652309022205332D          

 21 20  0  0  0  0            999 V2000
    4.0954    6.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    5.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    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
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  3  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
  7  8  1  0  0  0  0
  8  9  3  0  0  0  0
  9 10  1  0  0  0  0
 10 11  3  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  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  3  0  0  0  0
M  END
> <DATABASE_ID>
NP0147873

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C#C\C=C/CCCC\C=C/C#CC#CCCCC#CC#C

> <INCHI_IDENTIFIER>
InChI=1S/C21H20/c1-3-5-7-9-11-13-15-17-19-21-20-18-16-14-12-10-8-6-4-2/h1-2,5,7,17,19H,9-15H2/b7-5-,19-17-

> <INCHI_KEY>
BZASOWOKZUQCSW-PICUFFSDSA-N

> <FORMULA>
C21H20

> <MOLECULAR_WEIGHT>
272.391

> <EXACT_MASS>
272.156500644

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.87855759960484

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(12Z,18Z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

> <ALOGPS_LOGP>
6.15

> <JCHEM_LOGP>
6.215635020999999

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
95.66380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12Z,18Z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       7.645  12.526   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.645  10.986   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.645   9.446   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.645   7.906   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.645   6.366   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.311   5.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.311   4.056   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.977   3.286   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.644   2.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.310   1.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.976   0.976   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.357   0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.357  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.976  -2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.977  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.977   0.206   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.644   0.976   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.310   0.206   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.976  -0.564   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                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
Callyberyne a	MeSH

Chemical Formula

C₂₁H₂₀

Average Mass

272.3910 Da

Monoisotopic Mass

272.15650 Da

IUPAC Name

(12Z,18Z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

Traditional Name

(12Z,18Z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

CAS Registry Number

Not Available

SMILES

C#C\C=C/CCCC\C=C/C#CC#CCCCC#CC#C

InChI Identifier

InChI=1S/C21H20/c1-3-5-7-9-11-13-15-17-19-21-20-18-16-14-12-10-8-6-4-2/h1-2,5,7,17,19H,9-15H2/b7-5-,19-17-

InChI Key

BZASOWOKZUQCSW-PICUFFSDSA-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 enynes. These are hydrocarbons containing an alkene and an alkyne group.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Enynes

Direct Parent

Enynes

Alternative Parents

Substituents

Enyne
Acetylide
Unsaturated aliphatic hydrocarbon
Olefin
Acyclic olefin
Acyclic acetylene
Acetylene
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	6.15	ALOGPS
logP	6.22	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	95.66 m³·mol⁻¹	ChemAxon
Polarizability	33.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00050022

Chemspider ID

8953913

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10778600

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne (NP0147873)

MOL for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

3D MOL for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

3D SDF for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

3D-SDF for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

PDB for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

3D PDB for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

SMILES for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

INCHI for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

Structure for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)

3D Structure for NP0147873 ((12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne)