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Showing NP-Card for (2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate (NP0225036)

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Record Information
Version2.0
Created at2022-09-06 03:38:21 UTC
Updated at2022-09-06 03:38:22 UTC
NP-MRD IDNP0225036
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate
Description(2-Formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2,5-dihydrofuran-3-yl)methyl 2-methylbut-2-enoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on (2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2,5-dihydrofuran-3-yl)methyl 2-methylbut-2-enoate.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)


  Mrv1652309062205382D          

 26 27  0  0  0  0            999 V2000
    4.1733    1.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    0.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7444    1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7546    1.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9980    0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350    1.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6539   -0.3760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226   -1.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3900   -2.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649   -2.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -3.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6200   -3.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101   -3.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551   -2.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6154   -2.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -0.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497   -1.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044   -0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036   -0.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562    1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2562    0.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    0.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044    0.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
Download

3D MOL for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)

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3D SDF for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)

  Mrv1652309062205382D          

 26 27  0  0  0  0            999 V2000
    4.1733    1.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    0.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7444    1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7546    1.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9980    0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350    1.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6539   -0.3760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226   -1.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3900   -2.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649   -2.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -3.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6200   -3.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101   -3.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551   -2.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6154   -2.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -0.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497   -1.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044   -0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036   -0.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562    1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2562    0.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    0.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044    0.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225036

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(=O)OC(C1=C(C)C(=O)OC1O)C1(C)C(C)CCC=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-6-11(2)17(22)25-16(15-13(4)18(23)26-19(15)24)20(5)12(3)8-7-9-14(20)10-21/h6,9-10,12,16,19,24H,7-8H2,1-5H3

> <INCHI_KEY>
JUWNQGFIHXLZHN-UHFFFAOYSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.59135931344684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2,5-dihydrofuran-3-yl)methyl 2-methylbut-2-enoate

> <JCHEM_LOGP>
3.497055732333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.664366651692273

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.280063363573683

> <JCHEM_PKA_STRONGEST_BASIC>
-4.308803069980116

> <JCHEM_POLAR_SURFACE_AREA>
89.90000000000002

> <JCHEM_REFRACTIVITY>
97.0732

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2H-furan-3-yl)methyl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)
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PDB for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       7.790   1.870   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.447   1.117   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.123   1.903   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.142   3.443   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.730   1.121   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.425   2.739   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.087  -0.702   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.614  -1.659   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.349  -3.318   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.595  -4.223   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.041  -4.857   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.119  -5.688   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.024  -6.934   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.579  -5.688   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.103  -4.223   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.149  -5.371   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.015  -1.008   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.213  -2.111   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.501  -0.740   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.180  -0.980   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.790  -0.677   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.028   0.707   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.038   1.886   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.478   1.619   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.005   0.172   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.622   0.466   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15                                                            
CONECT   17    8   18   19   25                                             
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

Download
3D PDB for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)
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SMILES for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)
CC=C(C)C(=O)OC(C1=C(C)C(=O)OC1O)C1(C)C(C)CCC=C1C=O
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INCHI for NP0225036 ((2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2h-furan-3-yl)methyl 2-methylbut-2-enoate)
InChI=1S/C20H26O6/c1-6-11(2)17(22)25-16(15-13(4)18(23)26-19(15)24)20(5)12(3)8-7-9-14(20)10-21/h6,9-10,12,16,19,24H,7-8H2,1-5H3
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View in JSmol
Synonyms
ValueSource
(2-Formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2,5-dihydrofuran-3-yl)methyl 2-methylbut-2-enoic acidGenerator
Chemical FormulaC20H26O6
Average Mass362.4220 Da
Monoisotopic Mass362.17294 Da
IUPAC Name(2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2,5-dihydrofuran-3-yl)methyl 2-methylbut-2-enoate
Traditional Name(2-formyl-1,6-dimethylcyclohex-2-en-1-yl)(2-hydroxy-4-methyl-5-oxo-2H-furan-3-yl)methyl 2-methylbut-2-enoate
CAS Registry NumberNot Available
SMILES
CC=C(C)C(=O)OC(C1=C(C)C(=O)OC1O)C1(C)C(C)CCC=C1C=O
InChI Identifier
InChI=1S/C20H26O6/c1-6-11(2)17(22)25-16(15-13(4)18(23)26-19(15)24)20(5)12(3)8-7-9-14(20)10-21/h6,9-10,12,16,19,24H,7-8H2,1-5H3
InChI KeyJUWNQGFIHXLZHN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene lactones  
Direct ParentTerpene lactones  
Alternative Parents
Substituents
  • Terpene lactone
    • 

  • Eremophilanolide or secoeremophilanolide
    • 

  • Sesquiterpenoid
    • 

  • Fatty acid ester
    • 

  • 2-furanone
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Fatty acyl
    • 

  • Dihydrofuran
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Hemiacetal
    • 

  • Lactone
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aldehyde
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.5ChemAxon
pKa (Strongest Acidic)11.28ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area89.9 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity97.07 m³·mol⁻¹ChemAxon
Polarizability37.59 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162955556  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]