NP-MRD: Showing NP-Card for 1-Methylbutyl 3-hydroxyhexanoate (NP0086302)

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Record Information

Version

2.0

Created at

2022-04-29 06:37:26 UTC

Updated at

2022-04-29 06:37:26 UTC

NP-MRD ID

NP0086302

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Methylbutyl 3-hydroxyhexanoate

Description

(R)-3-Hydroxyhexanoic acid (S)-1-methylbutyl ester belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. 1-Methylbutyl 3-hydroxyhexanoate is found in Musa sp. . Based on a literature review very few articles have been published on (R)-3-Hydroxyhexanoic acid (S)-1-methylbutyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 35  0  0  0  0  0  0  0  0999 V2000
    5.0603    0.0554   -1.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0885   -0.4295   -0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7164    0.1270   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7148   -0.3392    0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5887   -1.8327    0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334    0.1897    0.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464    0.9691    0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    1.2235    2.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5800    1.5611    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2231    1.1338   -0.5122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4851    1.7315   -0.6918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.3608   -0.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2531   -0.8296    0.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6336   -0.2128    0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767   -0.1396   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892    1.1132   -1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409   -0.5272   -2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036   -0.0505    0.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0398   -1.5204   -0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -0.1131   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7980    1.2419   -0.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044   -0.0085    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344   -2.2771   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239   -2.3142    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699   -2.0832    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4463    2.6806    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    1.2821    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    1.4456   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4193    2.6570   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -0.9032   -0.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323   -0.6210   -1.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -0.6475    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4253   -1.9366    0.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3323   -0.9084    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6395    0.7688    1.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9291   -0.1252   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  1
  5 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END


  Mrv1652304292208372D          

 14 13  0  0  1  0            999 V2000
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3789    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  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  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0086302

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H](C)OC(=O)C[C@H](O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C11H22O3/c1-4-6-9(3)14-11(13)8-10(12)7-5-2/h9-10,12H,4-8H2,1-3H3/t9-,10+/m0/s1

> <INCHI_KEY>
JCTKVCHYTUZRTQ-VHSXEESVSA-N

> <FORMULA>
C11H22O3

> <MOLECULAR_WEIGHT>
202.294

> <EXACT_MASS>
202.156894568

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
23.75904924549618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-pentan-2-yl (3R)-3-hydroxyhexanoate

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.466453155999999

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.000590203107688

> <JCHEM_PKA_STRONGEST_BASIC>
-2.798541845160697

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
55.650600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-pentan-2-yl (3R)-3-hydroxyhexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.907   3.795   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.908   6.105   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.242   3.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.575   3.795   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    7                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
(R)-3-Hydroxyhexanoate (S)-1-methylbutyl ester	Generator

Chemical Formula

C₁₁H₂₂O₃

Average Mass

202.2940 Da

Monoisotopic Mass

202.15689 Da

IUPAC Name

(2S)-pentan-2-yl (3R)-3-hydroxyhexanoate

Traditional Name

(2S)-pentan-2-yl (3R)-3-hydroxyhexanoate

CAS Registry Number

Not Available

SMILES

CCC[C@H](C)OC(=O)C[C@H](O)CCC

InChI Identifier

InChI=1S/C11H22O3/c1-4-6-9(3)14-11(13)8-10(12)7-5-2/h9-10,12H,4-8H2,1-3H3/t9-,10+/m0/s1

InChI Key

JCTKVCHYTUZRTQ-VHSXEESVSA-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
Musa sp.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	2.44	ALOGPS
logP	2.47	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	15	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	55.65 m³·mol⁻¹	ChemAxon
Polarizability	23.76 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

C00056501

Chemspider ID

26949405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42636841

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1-Methylbutyl 3-hydroxyhexanoate (NP0086302)

MOL for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

3D MOL for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

3D SDF for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

3D-SDF for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

PDB for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

3D PDB for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

SMILES for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

INCHI for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

Structure for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)

3D Structure for NP0086302 (1-Methylbutyl 3-hydroxyhexanoate)