MiMeDB: Showing metabocard for (-)-12-acetoxy-1-deoxysydonic acid (MMDBc0013853)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:03:41 UTC

Update Date

2022-08-31 06:36:47 UTC

Metabolite ID

MMDBc0013853

Metabolite Identification

Common Name

(-)-12-acetoxy-1-deoxysydonic acid

Description

(-)-12-acetoxy-1-deoxysydonic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units (-)-12-acetoxy-1-deoxysydonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652305152107032D          

 23 23  0  0  1  0            999 V2000
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  4  1  0  0  0  0
 12  1  1  6  0  0  0
 12  5  1  0  0  0  0
 12 11  1  0  0  0  0
 13  2  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 14  1  0  0  0  0
 17  3  1  1  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  2  0  0  0  0
 19 16  1  0  0  0  0
 20 16  2  0  0  0  0
 17 21  1  1  0  0  0
 22 11  1  0  0  0  0
 22 13  1  0  0  0  0
 12 23  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013853

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(CCC[C@@](C)(O)C1=CC=C(C=C1)C(O)=O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O5/c1-12(11-22-13(2)18)5-4-10-17(3,21)15-8-6-14(7-9-15)16(19)20/h6-9,12,21H,4-5,10-11H2,1-3H3,(H,19,20)/t12-,17+/m0/s1

> <INCHI_KEY>
PJJCJBILGRTDCO-YVEFUNNKSA-N

> <FORMULA>
C17H24O5

> <MOLECULAR_WEIGHT>
308.374

> <EXACT_MASS>
308.162373873

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
33.681719890404416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R,6S)-7-(acetyloxy)-2-hydroxy-6-methylheptan-2-yl]benzoic acid

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
2.7862786596666655

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.335845890087278

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.061929882437685

> <JCHEM_PKA_STRONGEST_BASIC>
-3.145648086732092

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
83.0659

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R,6S)-7-(acetyloxy)-2-hydroxy-6-methylheptan-2-yl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231  -2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.771   0.564   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       8.002   0.000   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   17                                                            
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6    8   14                                                       
CONECT    7    9   14                                                       
CONECT    8    6   15                                                       
CONECT    9    7   15                                                       
CONECT   10    4   17                                                       
CONECT   11   12   22                                                       
CONECT   12    1    5   11   23                                             
CONECT   13    2   18   22                                                  
CONECT   14    6    7   16                                                  
CONECT   15    8    9   17                                                  
CONECT   16   14   19   20                                                  
CONECT   17    3   10   15   21                                             
CONECT   18   13                                                            
CONECT   19   16                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   11   13                                                       
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

Synonyms

Value	Source
(-)-12-Acetoxy-1-deoxysydonate	Generator

Molecular Formula

C₁₇H₂₄O₅

Average Mass

308.374

Monoisotopic Mass

308.162373873

IUPAC Name

4-[(2R,6S)-7-(acetyloxy)-2-hydroxy-6-methylheptan-2-yl]benzoic acid

Traditional Name

4-[(2R,6S)-7-(acetyloxy)-2-hydroxy-6-methylheptan-2-yl]benzoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](C)(CCC[C@@](C)(O)C1=CC=C(C=C1)C(O)=O)COC(C)=O

InChI Identifier

InChI=1S/C17H24O5/c1-12(11-22-13(2)18)5-4-10-17(3,21)15-8-6-14(7-9-15)16(19)20/h6-9,12,21H,4-5,10-11H2,1-3H3,(H,19,20)/t12-,17+/m0/s1

InChI Key

PJJCJBILGRTDCO-YVEFUNNKSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for (-)-12-acetoxy-1-deoxysydonic acid (MMDBc0013853)

MOL for #<Metabolite:0x00007fb8089be548>

3D MOL for #<Metabolite:0x00007fb8089be548>

3D SDF for #<Metabolite:0x00007fb8089be548>

3D-SDF for #<Metabolite:0x00007fb8089be548>

PDB for #<Metabolite:0x00007fb8089be548>

3D PDB for #<Metabolite:0x00007fb8089be548>

SMILES for #<Metabolite:0x00007fb8089be548>

INCHI for #<Metabolite:0x00007fb8089be548>

Structure for #<Metabolite:0x00007fb8089be548>

3D Structure for #<Metabolite:0x00007fb8089be548>