NP-MRD: Showing NP-Card for 7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid (NP0328643)

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Record Information

Version

2.0

Created at

2022-09-12 12:17:55 UTC

Updated at

2022-09-12 12:17:55 UTC

NP-MRD ID

NP0328643

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid

Description

AC1L8CH3 belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid is found in Talaromyces flavus. AC1L8CH3 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251509402D          

 28 27  0  0  0  0            999 V2000
    2.4750    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -1.8711    0.0000 C   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  1  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  2  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END


  Mrv1533004251509402D          

 28 27  0  0  0  0            999 V2000
    2.4750    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -1.8711    0.0000 C   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  1  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  2  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328643

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)CC(CCC(=O)C=CC(O)=O)OC(=O)C=CC(=O)CCC=CC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O8/c1-14(21)5-3-4-6-16(23)9-12-20(27)28-18(13-15(2)22)10-7-17(24)8-11-19(25)26/h3,5,8-9,11-12,18H,4,6-7,10,13H2,1-2H3,(H,25,26)

> <INCHI_KEY>
BXDWMBHVQJFBPQ-UHFFFAOYSA-N

> <FORMULA>
C20H24O8

> <MOLECULAR_WEIGHT>
392.404

> <EXACT_MASS>
392.147117733

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.749899744086605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.3294904626666675

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.60445472913679

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8322667761727485

> <JCHEM_PKA_STRONGEST_BASIC>
-4.620215024014079

> <JCHEM_POLAR_SURFACE_AREA>
131.88

> <JCHEM_REFRACTIVITY>
102.72559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       4.620   1.127   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.954   0.357   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.954  -1.183   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.287   1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.286   4.977   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.715   2.667   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.048   3.437   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.715   1.127   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.621   3.437   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.622   1.127   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.288   0.357   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.956   0.357   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.956  -1.183   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.289  -1.953   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.289  -3.493   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.623  -4.263   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.623  -5.803   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      17.957  -3.493   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    5   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₈

Average Mass

392.4040 Da

Monoisotopic Mass

392.14712 Da

IUPAC Name

7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid

Traditional Name

7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)CC(CCC(=O)C=CC(O)=O)OC(=O)C=CC(=O)CCC=CC(C)=O

InChI Identifier

InChI=1S/C20H24O8/c1-14(21)5-3-4-6-16(23)9-12-20(27)28-18(13-15(2)22)10-7-17(24)8-11-19(25)26/h3,5,8-9,11-12,18H,4,6-7,10,13H2,1-2H3,(H,25,26)

InChI Key

BXDWMBHVQJFBPQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Talaromyces flavus	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Unsaturated fatty acid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Ketone
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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	2.17	ALOGPS
logP	2.33	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	2.83	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	131.88 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	102.73 m³·mol⁻¹	ChemAxon
Polarizability	39.75 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

376409

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid (NP0328643)

MOL for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

3D MOL for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

3D SDF for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

3D-SDF for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

PDB for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

3D PDB for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

SMILES for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

INCHI for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

Structure for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)

3D Structure for NP0328643 (7-[(4,9-dioxodeca-2,7-dienoyl)oxy]-4,9-dioxodec-2-enoic acid)