NP-MRD: Showing NP-Card for LA-1 (NP0001624)

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Record Information

Version

2.0

Created at

2020-09-23 01:59:04 UTC

Updated at

2021-08-10 02:55:47 UTC

NP-MRD ID

NP0001624

Secondary Accession Numbers

None

Natural Product Identification

Common Name

LA-1

Provided By

NPAtlas

Description

9-Oxodeca-3,5,7-trien-2-yliumoate belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. LA-1 is found in Streptomyces. Based on a literature review very few articles have been published on 9-oxodeca-3,5,7-trien-2-yliumoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117443D          

 23 22  0  0  0  0            999 V2000
    3.7322   -1.9476   -2.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -1.3354   -1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -2.0908   -1.2851 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6039    0.0750   -1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021    0.7889   -0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4811    0.2175   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3765    1.0703    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    0.5821    0.8998 C   0  3  0  0  0  3  0  0  0  0  0  0
   -2.5374    1.4862    1.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    1.1463    2.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2475   -0.1712    2.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6866   -1.1681    1.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4818   -0.3622    2.7223 O   0  5  0  0  0  1  0  0  0  0  0  0
    4.6141   -1.5738   -1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6672   -3.0372   -2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766   -1.5661   -3.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4882    0.6620   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528    1.8951   -0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869   -0.8168   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1690    2.1177    0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962   -0.4777    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2533    2.5514    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3118    1.9545    2.5401 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  4 17  1  0  0  0  0
  5 18  1  0  0  0  0
  6 19  1  0  0  0  0
  7 20  1  0  0  0  0
  8 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 23  1  0  0  0  0
M  CHG  2   8   1  13  -1
M  END
> <DATABASE_ID>
NP0001624

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C+](\C([H])=C(/[H])\C(\[H])=C(\[H])C(=O)C([H])([H])[H])C(\[H])=C(\[H])C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-9(11)7-5-3-2-4-6-8-10(12)13/h2-8H,1H3/b3-2+,7-5-,8-6-

> <INCHI_KEY>
RWIJHDVNVFLSFB-UHFFFAOYSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.187

> <EXACT_MASS>
178.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.938513759298843

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,5E,7Z)-9-oxodeca-2,5,7-trien-4-yliumoate

> <ALOGPS_LOGP>
2.19

> <JCHEM_LOGP>
-1.7561440986666668

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.707218190118574

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.362759708498314

> <JCHEM_PKA_STRONGEST_BASIC>
-4.811016408613664

> <JCHEM_POLAR_SURFACE_AREA>
57.2

> <JCHEM_REFRACTIVITY>
63.02630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,5E,7Z)-9-oxodeca-2,5,7-trien-4-yliumoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.732  -1.948  -2.351  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.541  -1.335  -1.621  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.628  -2.091  -1.285  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.604   0.075  -1.394  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.702   0.789  -0.795  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.481   0.218  -0.266  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.377   1.070   0.335  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.637   0.582   0.900  0.00  0.00           C+1
HETATM    9  C   UNK     0      -2.537   1.486   1.533  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.677   1.146   2.062  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.247  -0.171   2.117  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.687  -1.168   1.643  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.482  -0.362   2.722  0.00  0.00           O-1
HETATM   14  H   UNK     0       4.614  -1.574  -1.793  0.00  0.00           H+0
HETATM   15  H   UNK     0       3.667  -3.037  -2.360  0.00  0.00           H+0
HETATM   16  H   UNK     0       3.677  -1.566  -3.371  0.00  0.00           H+0
HETATM   17  H   UNK     0       3.488   0.662  -1.746  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.853   1.895  -0.671  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.187  -0.817  -0.304  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.169   2.118   0.420  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.796  -0.478   0.788  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.253   2.551   1.581  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.312   1.954   2.540  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   17                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    4                                                            
CONECT   18    5                                                            
CONECT   19    6                                                            
CONECT   20    7                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
9-Oxodeca-3,5,7-trien-2-yliumoic acid	Generator

Chemical Formula

C₁₀H₁₀O₃

Average Mass

178.1870 Da

Monoisotopic Mass

178.06299 Da

IUPAC Name

(2Z,5E,7Z)-9-oxodeca-2,5,7-trien-4-yliumoate

Traditional Name

(2Z,5E,7Z)-9-oxodeca-2,5,7-trien-4-yliumoate

CAS Registry Number

Not Available

SMILES

[H][C+](\C([H])=C(/[H])\C(\[H])=C(\[H])C(=O)C([H])([H])[H])C(\[H])=C(\[H])C([O-])=O

InChI Identifier

InChI=1S/C10H10O3/c1-9(11)7-5-3-2-4-6-8-10(12)13/h2-8H,1H3/b3-2+,7-5-,8-6-

InChI Key

RWIJHDVNVFLSFB-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, 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
Streptomyces	NPAtlas	1022353

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Unsaturated fatty acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Carbonyl group
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	2.19	ALOGPS
logP	-1.8	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.2 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.03 m³·mol⁻¹	ChemAxon
Polarizability	18.94 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA005514

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

137030663

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for LA-1 (NP0001624)

MOL for NP0001624 (LA-1)

3D MOL for NP0001624 (LA-1)

3D SDF for NP0001624 (LA-1)

3D-SDF for NP0001624 (LA-1)

PDB for NP0001624 (LA-1)

3D PDB for NP0001624 (LA-1)

SMILES for NP0001624 (LA-1)

INCHI for NP0001624 (LA-1)

Structure for NP0001624 (LA-1)

3D Structure for NP0001624 (LA-1)