NP-MRD: Showing NP-Card for 6,7-dihydroxy-3,7-dimethyloct-2-enoic acid (NP0218136)

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Record Information

Version

2.0

Created at

2022-09-05 18:42:06 UTC

Updated at

2022-09-05 18:42:06 UTC

NP-MRD ID

NP0218136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-dihydroxy-3,7-dimethyloct-2-enoic acid

Description

6,7-Dihydroxy-3,7-dimethyloct-2-enoic acid 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. 6,7-Dihydroxy-3,7-dimethyloct-2-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
    2.0210   -2.2017   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.7007   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4109   -0.3475   -0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    1.0032    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    2.0384   -0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1702    1.2321    0.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.1175   -0.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469   -0.2061   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2809    0.6894   -0.4662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9809    2.0385   -0.3229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677    0.3987    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668    0.7109    1.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0045   -1.0436   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5561    1.1956   -0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9961   -2.4534   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852   -2.6573    0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969   -2.5882   -1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515   -1.1474    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2717    1.8484    1.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3019    1.1805   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -0.0218   -1.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.2466   -0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051   -0.0510    1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403    0.5140   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8601    2.5304   -0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815   -0.2612    2.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5522    1.1269    1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915    1.4374    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1360   -1.2332   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0121   -1.1347    0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -1.7714    0.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5057    1.0039   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
  2  3  2  0
  3  4  1  0
  4  6  1  0
  4  5  2  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  6
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
  3 18  1  0
  6 19  1  0
M  END


  Mrv1533004171512132D          

 14 13  0  0  0  0            999 V2000
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    2.4454    0.0000 O   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
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218136

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O4/c1-7(6-9(12)13)4-5-8(11)10(2,3)14/h6,8,11,14H,4-5H2,1-3H3,(H,12,13)

> <INCHI_KEY>
MUEMUGYSVXBBRL-UHFFFAOYSA-N

> <FORMULA>
C10H18O4

> <MOLECULAR_WEIGHT>
202.25

> <EXACT_MASS>
202.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
21.475766245295617

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-3,7-dimethyloct-2-enoic acid

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.6822190233333341

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.842468663258074

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8319384897101285

> <JCHEM_PKA_STRONGEST_BASIC>
-3.089266721513277

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
53.397099999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-3,7-dimethyloct-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.850   4.001   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.770   6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.206   4.565   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
6,7-Dihydroxy-3,7-dimethyloct-2-enoate	Generator

Chemical Formula

C₁₀H₁₈O₄

Average Mass

202.2500 Da

Monoisotopic Mass

202.12051 Da

IUPAC Name

6,7-dihydroxy-3,7-dimethyloct-2-enoic acid

Traditional Name

6,7-dihydroxy-3,7-dimethyloct-2-enoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H18O4/c1-7(6-9(12)13)4-5-8(11)10(2,3)14/h6,8,11,14H,4-5H2,1-3H3,(H,12,13)

InChI Key

MUEMUGYSVXBBRL-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

Not Available

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
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Tertiary alcohol
1,2-diol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	0.6	ALOGPS
logP	0.68	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	53.4 m³·mol⁻¹	ChemAxon
Polarizability	21.48 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

54091496

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6,7-dihydroxy-3,7-dimethyloct-2-enoic acid (NP0218136)

MOL for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

3D MOL for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

3D SDF for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

3D-SDF for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

PDB for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

3D PDB for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

SMILES for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

INCHI for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

Structure for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)

3D Structure for NP0218136 (6,7-dihydroxy-3,7-dimethyloct-2-enoic acid)