NP-MRD: Showing NP-Card for (2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate (NP0223128)

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Record Information

Version

2.0

Created at

2022-09-06 01:08:06 UTC

Updated at

2022-09-06 01:08:06 UTC

NP-MRD ID

NP0223128

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate

Description

(2Z,5R,8S)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]Dec-3-en-8-yl 3-methylbutanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review very few articles have been published on (2Z,5R,8S)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]Dec-3-en-8-yl 3-methylbutanoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203082D          

 22 23  0  0  1  0            999 V2000
    0.2095   -1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -0.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -0.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302    1.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947    1.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    2.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    3.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5015    2.7803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5015    3.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130    4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275    3.6053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6419    4.0178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3564    3.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3564    2.7803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0709    4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    3.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    2.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275    2.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130    2.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5877    1.9599    0.0000 O   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  2  0  0  0  0
  6  7  1  0  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  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  1  0  0  0
  6 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223128

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@H]1CC[C@]2(O\C(=C/C#CC#C)C=C2)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O4/c1-4-5-6-7-15-8-10-18(22-15)11-9-16(13-20-18)21-17(19)12-14(2)3/h1,7-8,10,14,16H,9,11-13H2,2-3H3/b15-7-/t16-,18-/m0/s1

> <INCHI_KEY>
MOWZFHQUHAVMGW-SRVMLKLISA-N

> <FORMULA>
C18H20O4

> <MOLECULAR_WEIGHT>
300.354

> <EXACT_MASS>
300.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.539274616691756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,5R,8S)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate

> <JCHEM_LOGP>
3.1315584869999986

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2868246123051765

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
85.85490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,5R,8S)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.391  -3.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.514  -1.806   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.419  -0.560   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.325   0.685   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.230   1.931   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.603   3.338   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.373   4.672   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.343   5.816   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.936   5.190   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.936   6.730   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.398   7.500   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.731   6.730   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.065   7.500   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.399   6.730   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.399   5.190   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.732   7.500   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.066   6.730   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.400   7.500   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.066   5.190   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.731   5.190   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.398   4.420   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.097   3.658   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   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   21   22                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   12   21                                                       
CONECT   21   20    9                                                       
CONECT   22    9    6                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
(2Z,5R,8S)-2-(Penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₁₈H₂₀O₄

Average Mass

300.3540 Da

Monoisotopic Mass

300.13616 Da

IUPAC Name

(2Z,5R,8S)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate

Traditional Name

(2Z,5R,8S)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H]1CC[C@]2(O\C(=C/C#CC#C)C=C2)OC1

InChI Identifier

InChI=1S/C18H20O4/c1-4-5-6-7-15-8-10-18(22-15)11-9-16(13-20-18)21-17(19)12-14(2)3/h1,7-8,10,14,16H,9,11-13H2,2-3H3/b15-7-/t16-,18-/m0/s1

InChI Key

MOWZFHQUHAVMGW-SRVMLKLISA-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 fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Ketal
Fatty acid ester
Oxane
Dihydrofuran
Carboxylic acid ester
Acetal
Acetylide
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	3.13	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.85 m³·mol⁻¹	ChemAxon
Polarizability	32.54 Å³	ChemAxon
Number of Rings	2	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

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

163185434

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate (NP0223128)

MOL for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

3D MOL for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

3D SDF for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

3D-SDF for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

PDB for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

3D PDB for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

SMILES for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

INCHI for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

Structure for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)

3D Structure for NP0223128 ((2z,5r,8s)-2-(penta-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl 3-methylbutanoate)