NP-MRD: Showing NP-Card for (E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid (NP0058134)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 03:30:48 UTC

Updated at

2022-04-28 03:30:48 UTC

NP-MRD ID

NP0058134

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid

Description

5-[(2S,5E)-2,6-dimethylocta-5,7-dien-1-yl]furan-3-carboxylic acid belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom. (E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid is found in Sinularia capillosa. Based on a literature review very few articles have been published on 5-[(2S,5E)-2,6-dimethylocta-5,7-dien-1-yl]furan-3-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
   -5.0839    2.2742   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9461    1.6220   -1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6758    0.3945   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6864   -0.1802    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5229   -0.2354   -0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1137   -1.4695    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8927   -1.2499    1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2869   -0.7578    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7284   -1.6868   -0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4357   -0.5720    1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5940    0.0038    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8016    0.2997    1.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    0.8130    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    1.2677    0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5727    1.2260    1.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6499    1.7491   -0.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8588    0.8002   -1.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    0.3166   -0.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9113    1.9611   -0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2471    3.2019   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737    2.0232   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4554   -0.7726    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -0.7243    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2327    0.6805    1.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.2318   -1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579   -2.1568   -0.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8552   -2.0087    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5940   -2.1520    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1540   -0.4688    1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0466    0.2418   -0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346   -1.8773   -0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556   -1.1984   -1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2098   -2.6675   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1376    0.0772    2.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -1.5342    1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053    0.1727    2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3229    1.2368   -1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273    1.1182   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  2  0
  3  4  1  0
  3  2  1  0
  2  1  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 17  2  0
 17 18  1  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
 18 11  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
  8 30  1  6
  7 28  1  0
  7 29  1  0
  6 26  1  0
  6 27  1  0
  5 25  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  2 21  1  0
  1 19  1  0
  1 20  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 17 38  1  0
 16 37  1  0
M  END


  Mrv1652304282205302D          

 18 18  0  0  1  0            999 V2000
    0.3244    0.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    2.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9919    1.9475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2215    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836    0.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330    1.9857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  2  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  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  2  0  0  0  0
 11 14  1  0  0  0  0
  7 15  1  1  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0058134

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](CC\C=C(/C)C=C)CC1=CC(=CO1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-4-11(2)6-5-7-12(3)8-14-9-13(10-18-14)15(16)17/h4,6,9-10,12H,1,5,7-8H2,2-3H3,(H,16,17)/b11-6+/t12-/m0/s1

> <INCHI_KEY>
OBTTZAFAGQEVHZ-BCMYLCSRSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.322

> <EXACT_MASS>
248.141244504

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.58916132214684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2S,5E)-2,6-dimethylocta-5,7-dien-1-yl]furan-3-carboxylic acid

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
4.025040677333333

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.31299702149637

> <JCHEM_PKA_STRONGEST_BASIC>
-3.018326879129044

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
73.09859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2S,5E)-2,6-dimethylocta-5,7-dien-1-yl]furan-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.606   1.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.425   2.622   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.345   3.955   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.851   3.635   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.012   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.346   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.013   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.347   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.681   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.681  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.015  -0.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.015  -2.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.347  -0.976   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.680   3.644   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.956   2.461   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.583   1.054   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.862   3.707   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11                                                            
CONECT   15    7                                                            
CONECT   16    2   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Value	Source
5-[(2S,5E)-2,6-Dimethylocta-5,7-dien-1-yl]furan-3-carboxylate	Generator

Chemical Formula

C₁₅H₂₀O₃

Average Mass

248.3220 Da

Monoisotopic Mass

248.14124 Da

IUPAC Name

5-[(2S,5E)-2,6-dimethylocta-5,7-dien-1-yl]furan-3-carboxylic acid

Traditional Name

5-[(2S,5E)-2,6-dimethylocta-5,7-dien-1-yl]furan-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](CC\C=C(/C)C=C)CC1=CC(=CO1)C(O)=O

InChI Identifier

InChI=1S/C15H20O3/c1-4-11(2)6-5-7-12(3)8-14-9-13(10-18-14)15(16)17/h4,6,9-10,12H,1,5,7-8H2,2-3H3,(H,16,17)/b11-6+/t12-/m0/s1

InChI Key

OBTTZAFAGQEVHZ-BCMYLCSRSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Sinularia capillosa	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Furoic acid and derivatives

Direct Parent

Furoic acids

Alternative Parents

Substituents

Furan-3-carboxylic acid
Furan-3-carboxylic acid or derivatives
Furoic acid
Heteroaromatic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.28	ALOGPS
logP	4.03	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.1 m³·mol⁻¹	ChemAxon
Polarizability	28.59 Å³	ChemAxon
Number of Rings	1	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

162927377

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid (NP0058134)

MOL for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

3D MOL for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

3D SDF for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

3D-SDF for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

PDB for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

3D PDB for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

SMILES for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

INCHI for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

Structure for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)

3D Structure for NP0058134 ((E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid)