NP-MRD: Showing NP-Card for 2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid (NP0325031)

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Record Information

Version

2.0

Created at

2022-09-12 05:28:47 UTC

Updated at

2022-09-12 05:28:47 UTC

NP-MRD ID

NP0325031

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid

Description

ACon1_001624 belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. 2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid is found in Tricladium castaneicola. Based on a literature review very few articles have been published on ACon1_001624.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
    5.3605   -1.1568    0.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435   -0.4915    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7343    0.3028   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0090    0.1931   -1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0748    1.1382   -1.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0219   -0.4902    0.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001    0.0177    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    0.5756   -0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    0.0647   -1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9701    0.4696   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279   -0.1117   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.2601    0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372   -0.2746   -0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893    0.1640   -1.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.1797   -2.4600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8766   -0.9436    2.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668   -1.4451    2.9184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279   -0.7800    2.9082 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2846   -1.7122    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -1.1068    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807    2.0950   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802    0.0424    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519    0.0646   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222    1.6486   -1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2140    0.3724   -2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0890   -1.0562   -1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    0.0330    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0841    1.5488   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796    0.3466   -1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792   -1.1989   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663   -0.1464    1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4571    1.3721    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6884   -1.3939   -0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4635    0.0669    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3518   -0.1672   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3212    1.2952   -1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    0.5565   -3.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516    0.0269    3.5120 H   0  0  0  0  0  0  0  0  0  0  0  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  6  2  0
  6 16  1  0
 16 18  1  0
 16 17  2  0
  6  2  1  0
  2  1  2  0
  2  3  1  0
  3  5  1  0
  3  4  2  0
 15 37  1  0
 14 35  1  0
 14 36  1  0
 13 33  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 11 29  1  0
 11 30  1  0
 10 27  1  0
 10 28  1  0
  9 25  1  0
  9 26  1  0
  8 23  1  0
  8 24  1  0
  7 22  1  0
 18 38  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
M  END


  Mrv1652309122207282D          

 18 17  0  0  0  0            999 V2000
    1.5691    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    3.3809    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
    3.7125    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    4.6184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  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
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325031

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCCCCC=C(C(O)=O)C(=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O5/c1-10(12(15)16)11(13(17)18)8-6-4-2-3-5-7-9-14/h8,14H,1-7,9H2,(H,15,16)(H,17,18)

> <INCHI_KEY>
CDMKEGLENKKMCC-UHFFFAOYSA-N

> <FORMULA>
C13H20O5

> <MOLECULAR_WEIGHT>
256.298

> <EXACT_MASS>
256.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.75884501221404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid

> <JCHEM_LOGP>
2.121500699333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.845312790803803

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.091442071051783

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922597678957072

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
67.501

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       2.929   6.311   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.263   7.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.263   8.621   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.929   9.391   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.596   9.391   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.596   6.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.930   7.081   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.264   6.311   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.930   8.621   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7   16                                                  
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                                                            
CONECT   16    6   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀O₅

Average Mass

256.2980 Da

Monoisotopic Mass

256.13107 Da

IUPAC Name

2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid

Traditional Name

2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid

CAS Registry Number

Not Available

SMILES

OCCCCCCCC=C(C(O)=O)C(=C)C(O)=O

InChI Identifier

InChI=1S/C13H20O5/c1-10(12(15)16)11(13(17)18)8-6-4-2-3-5-7-9-14/h8,14H,1-7,9H2,(H,15,16)(H,17,18)

InChI Key

CDMKEGLENKKMCC-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
Tricladium castaneicola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Branched fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Organooxygen compound
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	2.12	ChemAxon
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	67.5 m³·mol⁻¹	ChemAxon
Polarizability	27.76 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

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

24013836

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid (NP0325031)

MOL for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

3D MOL for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

3D SDF for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

3D-SDF for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

PDB for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

3D PDB for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

SMILES for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

INCHI for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

Structure for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)

3D Structure for NP0325031 (2-(8-hydroxyoctylidene)-3-methylidenebutanedioic acid)