NP-MRD: Showing NP-Card for Bovinic acid (NP0334739)

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Record Information

Version

2.0

Created at

2024-09-10 19:45:23 UTC

Updated at

2024-09-10 19:45:23 UTC

NP-MRD ID

NP0334739

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bovinic acid

Description

Bovinic acid, also known as bovinate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Bovinic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

LMFA02000307
  Mrv1652303312018252D          

 20 19  0  0  0  0            999 V2000
   -0.3551   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551    0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2182   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9340   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6499   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3657   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0816   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7974   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5132   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2291   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9449   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6608   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3766   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0924   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8083   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5241   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  2  0  0  0  0
  1  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  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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C/C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7-,10-9+

> <INCHI_KEY>
JBYXPOFIGCOSSB-UQGDGPGGSA-N

> <FORMULA>
C18H32O2

> <MOLECULAR_WEIGHT>
280.4455

> <EXACT_MASS>
280.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.500486013598135

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E,11Z)-octadeca-9,11-dienoic acid

> <ALOGPS_LOGP>
7.11

> <JCHEM_LOGP>
6.421876794333333

> <ALOGPS_LOGS>
-6.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
88.51879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
linolelaidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LMFA02000307                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAR-20         0                                  
HETATM    1  C   UNK     0      -0.663  -0.383   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.663  -1.148   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -0.663   1.148   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.999  -1.148   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.335  -0.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.671  -1.148   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.007  -0.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.343  -1.148   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.680  -0.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.016  -1.148   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.352  -0.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.688  -1.148   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.025  -0.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -15.361  -0.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.697  -1.148   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -18.033  -0.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -19.370  -1.148   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -20.706  -0.383   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -22.042  -1.148   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -23.378  -0.383   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
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   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
Bovinate	Generator
(10E,12Z)-10,12-Octadecadienoate	HMDB
(10E,12Z)-10,12-Octadecadienoic acid	HMDB
10-trans,12-cis-Linoleic acid	HMDB
10-trans-12-cis-Octadecadienoate	HMDB
10-trans-12-cis-Octadecadienoic acid	HMDB
10E,12Z-Octadecadienoate	HMDB
trans-10,cis-12 Conjugated linoleic acid	HMDB
trans-10-cis-12-Octadecadienoate	HMDB
trans-10-cis-12-Octadecadienoic acid	HMDB
(9Z,11E)-9,11-Octadecadienoic acid	MeSH
9,11-Isolinoleic acid	MeSH
9,11-Linoleic acid	MeSH
9,11-Linoleic acid, (e,e)-isomer	MeSH
9,11-Linoleic acid, (e,Z)-isomer	MeSH
9,11-Linoleic acid, (Z,e)-isomer	MeSH
9,11-Linoleic acid, (Z,Z)-isomer	MeSH
9,11-Linoleic acid, potassium salt	MeSH
9,11-Octadecadienoate	MeSH
9,11-Octadecadienoic acid	MeSH
9-cis-11-trans-Octadecadienoic acid	MeSH
c9t11 CLA	MeSH
cis-9-trans-11-Octadecadienoic acid	MeSH
Octadeca-9,11-dienoic acid	MeSH
Rumenic acid	MeSH

Chemical Formula

C₁₈H₃₂O₂

Average Mass

280.4455 Da

Monoisotopic Mass

280.24023 Da

IUPAC Name

(9E,11Z)-octadeca-9,11-dienoic acid

Traditional Name

linolelaidic acid

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7-,10-9+

InChI Key

JBYXPOFIGCOSSB-UQGDGPGGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
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	7.11	ALOGPS
logP	6.42	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	88.52 m³·mol⁻¹	ChemAxon
Polarizability	36.5 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

FDB021827

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rumenic acid

METLIN ID

Not Available

PubChem Compound

5351472

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Bovinic acid (NP0334739)

MOL for NP0334739 (Bovinic acid)

3D MOL for NP0334739 (Bovinic acid)

3D SDF for NP0334739 (Bovinic acid)

3D-SDF for NP0334739 (Bovinic acid)

PDB for NP0334739 (Bovinic acid)

3D PDB for NP0334739 (Bovinic acid)

SMILES for NP0334739 (Bovinic acid)

INCHI for NP0334739 (Bovinic acid)

Structure for NP0334739 (Bovinic acid)

3D Structure for NP0334739 (Bovinic acid)