NP-MRD: Showing NP-Card for docos-15-en-1,3-diyn-5-one (NP0320148)

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Record Information

Version

2.0

Created at

2022-09-11 21:38:26 UTC

Updated at

2022-09-11 21:38:26 UTC

NP-MRD ID

NP0320148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

docos-15-en-1,3-diyn-5-one

Description

63987-88-2 Belongs to the class of organic compounds known as alpha,beta-unsaturated ketones. These are ketones with the general structure R#CC(=O)R' or R=CC(=O)R', where R=organyl and R'= organyl group. docos-15-en-1,3-diyn-5-one is found in Haliclona fulva. 63987-88-2 Is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 57 56  0  0  0  0  0  0  0  0999 V2000
   11.5579    2.8073    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4072    2.4767    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0473    2.0803    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8916    1.7201    0.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5299    1.2736    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7142    1.6797    1.3617 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.3748   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4614   -0.8291    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -1.8451   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996   -1.2042   -1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7412   -0.6774   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446   -1.7490   -0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974   -1.2192    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526   -0.5829   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062   -0.0405    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9454   -1.1135    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2007   -1.4696    1.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -0.8931    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3825   -0.2950    1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2916    0.2536   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4954    0.8573    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4714    1.4243   -0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8343    2.5041   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5875    3.0887    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    0.8486   -1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0015    0.0609   -1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2732   -1.2762    0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -0.5141    0.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616   -2.6900   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142   -2.1877   -1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3020   -0.4343   -2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5190   -2.0159   -2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -0.1888   -1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0871    0.1440   -0.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -2.1570    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -2.5221   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1960   -0.4987    1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4142   -2.1081    1.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866   -1.2775   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688    0.2620   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9525    0.5409   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8203    0.6718    1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951   -1.6318    2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -2.2989    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6212   -1.6502   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7804   -0.0939   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9661   -1.0314    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0368    0.5601    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6218   -0.5972   -0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7165    0.9338   -0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0769    0.0629    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1794    1.6656    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7768    0.5777   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3938    1.7799    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2292    3.4996   -0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1322    2.3509   -2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7398    2.5936   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  3  0
  3  2  1  0
  2  1  3  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 22 53  1  0
 22 54  1  0
 21 51  1  0
 21 52  1  0
 20 49  1  0
 20 50  1  0
 19 47  1  0
 19 48  1  0
 18 45  1  0
 18 46  1  0
 17 44  1  0
 16 43  1  0
 15 41  1  0
 15 42  1  0
 14 39  1  0
 14 40  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 12 36  1  0
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
  1 24  1  0
M  END


  Mrv1533004241502142D          

 23 22  0  0  0  0            999 V2000
   -1.4802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    4.5079    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  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
 18 20  1  0  0  0  0
 20 21  3  0  0  0  0
 21 22  1  0  0  0  0
 22 23  3  0  0  0  0
M  END
> <DATABASE_ID>
NP0320148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC=CCCCCCCCCCC(=O)C#CC#C

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-21-22(23)20-6-4-2/h2,10-11H,3,5,7-9,12-19,21H2,1H3

> <INCHI_KEY>
HPKFZCZHFHUKGU-UHFFFAOYSA-N

> <FORMULA>
C22H34O

> <MOLECULAR_WEIGHT>
314.513

> <EXACT_MASS>
314.260965715

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.04166558457819

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
docos-15-en-1,3-diyn-5-one

> <ALOGPS_LOGP>
7.50

> <JCHEM_LOGP>
7.992583415666667

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.604463975734817

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
102.65699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.55e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docos-15-en-1,3-diyn-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.763   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.429   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.096   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.238   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.572   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.905   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.239   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.577   6.875   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.910   7.645   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.244   8.415   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   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O

Average Mass

314.5130 Da

Monoisotopic Mass

314.26097 Da

IUPAC Name

docos-15-en-1,3-diyn-5-one

Traditional Name

docos-15-en-1,3-diyn-5-one

CAS Registry Number

Not Available

SMILES

CCCCCCC=CCCCCCCCCCC(=O)C#CC#C

InChI Identifier

InChI=1S/C22H34O/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-21-22(23)20-6-4-2/h2,10-11H,3,5,7-9,12-19,21H2,1H3

InChI Key

HPKFZCZHFHUKGU-UHFFFAOYSA-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

Species Name	Source	Reference
Haliclona fulva	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha,beta-unsaturated ketones. These are ketones with the general structure R#CC(=O)R' or R=CC(=O)R', where R=organyl and R'= organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha,beta-unsaturated ketones

Alternative Parents

Substituents

Alpha,beta-unsaturated ketone
Ketone
Acetylide
Organic oxide
Hydrocarbon derivative
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	7.5	ALOGPS
logP	7.99	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	102.66 m³·mol⁻¹	ChemAxon
Polarizability	42.04 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71380613

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for docos-15-en-1,3-diyn-5-one (NP0320148)

MOL for NP0320148 (docos-15-en-1,3-diyn-5-one)

3D MOL for NP0320148 (docos-15-en-1,3-diyn-5-one)

3D SDF for NP0320148 (docos-15-en-1,3-diyn-5-one)

3D-SDF for NP0320148 (docos-15-en-1,3-diyn-5-one)

PDB for NP0320148 (docos-15-en-1,3-diyn-5-one)

3D PDB for NP0320148 (docos-15-en-1,3-diyn-5-one)

SMILES for NP0320148 (docos-15-en-1,3-diyn-5-one)

INCHI for NP0320148 (docos-15-en-1,3-diyn-5-one)

Structure for NP0320148 (docos-15-en-1,3-diyn-5-one)

3D Structure for NP0320148 (docos-15-en-1,3-diyn-5-one)