NP-MRD: Showing NP-Card for (1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid (NP0058136)

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Record Information

Version

2.0

Created at

2022-04-28 03:30:52 UTC

Updated at

2022-04-28 03:30:52 UTC

NP-MRD ID

NP0058136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid

Description

CHEMBL3087058 belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. (1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid is found in Sinularia capillosa and Sinularia maxima. Based on a literature review very few articles have been published on CHEMBL3087058.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -5.1587   -0.9385   -1.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710   -0.5421   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0548    0.6957    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2856    1.5612    0.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9853    1.1031    0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7218    0.3630    0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    1.2019    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843    0.4981    0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -0.7766   -0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315    0.9777    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139    0.3175    0.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414   -0.3237   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9095   -0.7628    0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9735   -1.5074   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8871   -1.8029   -1.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1178   -1.9069    0.4553 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8373   -0.3597    1.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278    0.2661    1.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0738   -0.3722   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1718   -1.8588   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084   -1.1732   -0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3528    2.2354   -0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2594    2.1987    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1928    0.9648    0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0494    2.0670    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613    0.2898    1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.6170    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    2.1941    0.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8999    1.3340   -0.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -1.4119   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1455   -1.3364   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266   -0.6144   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    1.9260    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4289   -0.4430   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2405   -2.8987    0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6123   -0.5478    2.5137 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  2  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 30  1  0
  9 31  1  0
  9 32  1  0
  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 33  1  0
 12 34  1  0
 17 36  1  0
 16 35  1  0
M  END


  Mrv1652304282205302D          

 18 18  0  0  0  0            999 V2000
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790   -2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639   -3.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -3.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0693   -4.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9199   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -2.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    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
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  1 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0058136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC\C=C(\C)C=C)=C/C1=CC(=CO1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O3/c1-4-11(2)6-5-7-12(3)8-14-9-13(10-18-14)15(16)17/h4,6,8-10H,1,5,7H2,2-3H3,(H,16,17)/b11-6-,12-8+

> <INCHI_KEY>
CWSVEYKHSSZGRW-MOUHLLIUSA-N

> <FORMULA>
C15H18O3

> <MOLECULAR_WEIGHT>
246.306

> <EXACT_MASS>
246.12559444

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.957969032690904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
3.8580686559999986

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.30609202849186

> <JCHEM_PKA_STRONGEST_BASIC>
-3.063706378903204

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
73.79459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1E,5Z)-2,6-dimethylocta-1,5,7-trien-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       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.109  -2.943   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.577  -3.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.014  -4.188   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.387  -5.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.293  -6.841   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.824  -6.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.729  -7.926   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.451  -5.273   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.982  -5.112   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
CONECT    1    2    5   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    3    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16    1   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

Not Available

Chemical Formula

C₁₅H₁₈O₃

Average Mass

246.3060 Da

Monoisotopic Mass

246.12559 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

C\C(CC\C=C(\C)C=C)=C/C1=CC(=CO1)C(O)=O

InChI Identifier

InChI=1S/C15H18O3/c1-4-11(2)6-5-7-12(3)8-14-9-13(10-18-14)15(16)17/h4,6,8-10H,1,5,7H2,2-3H3,(H,16,17)/b11-6-,12-8+

InChI Key

CWSVEYKHSSZGRW-MOUHLLIUSA-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
Sinularia maxima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Monocyclic monoterpenoid
Furoic acid or derivatives
Furan-3-carboxylic acid
Furan-3-carboxylic acid or derivatives
Furoic acid
Furan
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	4.04	ALOGPS
logP	3.86	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	-3.1	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	6	ChemAxon
Refractivity	73.79 m³·mol⁻¹	ChemAxon
Polarizability	27.96 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

C00011458

Chemspider ID

10272765

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21637491

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid (NP0058136)

MOL for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

3D MOL for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

3D SDF for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

3D-SDF for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

PDB for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

3D PDB for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

SMILES for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

INCHI for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

Structure for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)

3D Structure for NP0058136 ((1'E,5'Z)-2-(2',6'-Dimethylocta-1,5,7-trienyl)furan-4-carboxylic acid)