NP-MRD: Showing NP-Card for (2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol (NP0246840)

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Record Information

Version

2.0

Created at

2022-09-07 08:25:58 UTC

Updated at

2022-09-07 08:25:58 UTC

NP-MRD ID

NP0246840

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol

Description

CHEMBL1092808 belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. (2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol is found in Bupleurum longiradiatum. Based on a literature review very few articles have been published on CHEMBL1092808.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
   10.1867    1.6570    0.3095 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7341    0.7948    1.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3217    0.3935    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6241    0.8035    0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2410    0.3640   -0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4958    0.7516   -1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1362    0.3316   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984   -0.0218   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968   -0.4584   -1.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -1.3141   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -1.0317    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.1347    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975   -0.2872   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -1.1068    0.9793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9898   -1.5441    0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9428   -0.3546    0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3496   -0.8400    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3330    0.2975    0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0160    1.1372   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9416    2.1896   -0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4436    1.1730   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7434    1.3590    2.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4016   -0.0758    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8549   -0.2784    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0709    1.4750   -0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758   -0.3092    0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582    1.4297   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993   -1.0497   -2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9515    0.3943   -2.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -2.2141   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688   -1.7606    0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878    0.7362    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333    0.8456   -0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523    0.6713   -0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110   -0.8782   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5258   -0.4323    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250   -1.9887    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2817   -2.1533    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1225   -2.1642   -0.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6266    0.2091   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8597    0.2462    1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6113   -1.3909    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4658   -1.4950   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3182    0.8603    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3552   -0.1496    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0197    1.6068   -0.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0523    0.5520   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6232    2.8853   -0.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  3  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
 20 48  1  0
 19 46  1  0
 19 47  1  0
 18 44  1  0
 18 45  1  0
 17 42  1  0
 17 43  1  0
 16 40  1  0
 16 41  1  0
 15 38  1  0
 15 39  1  0
 14 36  1  0
 14 37  1  0
 13 34  1  0
 13 35  1  0
 12 32  1  0
 12 33  1  0
 11 31  1  0
 10 30  1  0
  9 28  1  0
  9 29  1  0
  6 27  1  0
  5 26  1  0
  4 25  1  0
  3 24  1  0
  2 22  1  0
  2 23  1  0
  1 21  1  0
M  END


  Mrv1652309072210252D          

 20 19  0  0  0  0            999 V2000
   -2.0033    7.9184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  3  0  0  0  0
  8  9  1  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  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  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246840

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCCCCC\C=C/CC#C\C=C\C=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O2/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20/h1-2,10,12,14,16,19-20H,3-5,7,9,11,13,15,17-18H2/b2-1-,12-10+,16-14+

> <INCHI_KEY>
YZQVZNIBOPZYDK-UTKXXTPHSA-N

> <FORMULA>
C18H28O2

> <MOLECULAR_WEIGHT>
276.42

> <EXACT_MASS>
276.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.25548273720925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,9Z)-octadeca-2,4,9-trien-6-yne-1,18-diol

> <JCHEM_LOGP>
4.247453794

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.843942821991913

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.206172985285182

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594096607371

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
91.03479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,9Z)-octadeca-2,4,9-trien-6-yne-1,18-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0      -3.739  14.781   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.739  13.241   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.406  12.471   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.406  10.931   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.072  10.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.072   8.621   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   7.851   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   7.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   6.311   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+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                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₈O₂

Average Mass

276.4200 Da

Monoisotopic Mass

276.20893 Da

IUPAC Name

(2E,4E,9Z)-octadeca-2,4,9-trien-6-yne-1,18-diol

Traditional Name

(2E,4E,9Z)-octadeca-2,4,9-trien-6-yne-1,18-diol

CAS Registry Number

Not Available

SMILES

OCCCCCCCC\C=C/CC#C\C=C\C=C\CO

InChI Identifier

InChI=1S/C18H28O2/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20/h1-2,10,12,14,16,19-20H,3-5,7,9,11,13,15,17-18H2/b2-1-,12-10+,16-14+

InChI Key

YZQVZNIBOPZYDK-UTKXXTPHSA-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
Bupleurum longiradiatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
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	4.25	ChemAxon
pKa (Strongest Acidic)	16.21	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	91.03 m³·mol⁻¹	ChemAxon
Polarizability	35.26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

24669837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44613550

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol (NP0246840)

MOL for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

3D MOL for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

3D SDF for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

3D-SDF for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

PDB for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

3D PDB for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

SMILES for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

INCHI for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

Structure for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)

3D Structure for NP0246840 ((2e,4e,9z)-octadeca-2,4,9-trien-6-yne-1,18-diol)