NP-MRD: Showing NP-Card for (+/-)-Ethyl 3-hydroxy-2-methylbutyrate (NP0338413)

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Record Information

Version

2.0

Created at

2024-09-11 15:20:13 UTC

Updated at

2024-09-11 15:20:13 UTC

NP-MRD ID

NP0338413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+/-)-Ethyl 3-hydroxy-2-methylbutyrate

Description

(+/-)-Ethyl 3-hydroxy-2-methylbutyrate belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Based on a literature review very few articles have been published on (+/-)-Ethyl 3-hydroxy-2-methylbutyrate.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262317522D          

 33 35  0  0  0  0            999 V2000
    0.8803    2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4735    3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672    2.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    2.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    5.6479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5174    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    3.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  2  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 22  4  2  0  0  0  0
 23 12  1  0  0  0  0
 23 13  2  0  0  0  0
 24 14  2  0  0  0  0
 24 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 15  1  0  0  0  0
 26 21  1  1  0  0  0
 27 16  1  1  0  0  0
 27 23  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29  5  1  1  0  0  0
 29 17  1  0  0  0  0
 29 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30  6  1  0  0  0  0
 30  7  1  0  0  0  0
 30 18  1  0  0  0  0
 25 31  1  6  0  0  0
 28 32  1  1  0  0  0
 33 30  1  0  0  0  0
M  END


  Mrv2104 05262317522D          

 33 35  0  0  0  0            999 V2000
    0.8803    2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4735    3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672    2.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    2.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    5.6479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5174    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    3.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  2  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 22  4  2  0  0  0  0
 23 12  1  0  0  0  0
 23 13  2  0  0  0  0
 24 14  2  0  0  0  0
 24 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 15  1  0  0  0  0
 26 21  1  1  0  0  0
 27 16  1  1  0  0  0
 27 23  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29  5  1  1  0  0  0
 29 17  1  0  0  0  0
 29 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30  6  1  0  0  0  0
 30  7  1  0  0  0  0
 30 18  1  0  0  0  0
 25 31  1  6  0  0  0
 28 32  1  1  0  0  0
 33 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C

> <INCHI_IDENTIFIER>
InChI=1/C30H48O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h9,13-14,18,21,25-28,31-33H,4,6-8,10-12,15-17,19-20H2,1-3,5H3/b18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/s2

> <INCHI_KEY>
DRYSPLCGYOPFPU-SLXIZJAXNA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.711

> <EXACT_MASS>
456.360345406

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
56.73752616415016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <JCHEM_LOGP>
5.634340255000003

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.288747760735944

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392873609845417

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0918273125963598

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
141.14409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       1.643   5.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.751   7.013   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   8.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.429   0.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.499   4.554   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.430   5.506   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.887   0.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.411   2.421   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.442   3.566   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  11.313   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924   9.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.591  10.543   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.924  10.543   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.966   5.030   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.925  11.313   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.590  11.313   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.490   6.495   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   29                                                            
CONECT    6    1   30                                                       
CONECT    7    2   30                                                       
CONECT    8    9   11                                                       
CONECT    9    8   18                                                       
CONECT   10   12   17                                                       
CONECT   11    8   21                                                       
CONECT   12   10   23                                                       
CONECT   13   14   23                                                       
CONECT   14   13   24                                                       
CONECT   15   16   26                                                       
CONECT   16   15   27                                                       
CONECT   17   10   29                                                       
CONECT   18    9   30                                                       
CONECT   19   24   25                                                       
CONECT   20   25   28                                                       
CONECT   21    3   11   26                                                  
CONECT   22    4   24   28                                                  
CONECT   23   12   13   27                                                  
CONECT   24   14   19   22                                                  
CONECT   25   19   20   31                                                  
CONECT   26   15   21   29                                                  
CONECT   27   16   23   29                                                  
CONECT   28   20   22   32                                                  
CONECT   29    5   17   26   27                                             
CONECT   30    6    7   18   33                                             
CONECT   31   25                                                            
CONECT   32   28                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
(+/-)-ethyl 3-hydroxy-2-methylbutyric acid	Generator

Chemical Formula

C₃₀H₄₈O₃

Average Mass

456.7110 Da

Monoisotopic Mass

456.36035 Da

IUPAC Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

Traditional Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

CAS Registry Number

Not Available

SMILES

CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C

InChI Identifier

InChI=1/C30H48O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h9,13-14,18,21,25-28,31-33H,4,6-8,10-12,15-17,19-20H2,1-3,5H3/b18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/s2

InChI Key

DRYSPLCGYOPFPU-SLXIZJAXNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as vitamin d and derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	5.63	ChemAxon
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.14 m³·mol⁻¹	ChemAxon
Polarizability	56.74 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+/-)-Ethyl 3-hydroxy-2-methylbutyrate (NP0338413)

MOL for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D MOL for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D SDF for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D-SDF for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

PDB for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D PDB for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

SMILES for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

INCHI for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

Structure for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D Structure for NP0338413 ((+/-)-Ethyl 3-hydroxy-2-methylbutyrate)