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Showing NP-Card for 9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one (NP0335081)

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Record Information
Version2.0
Created at2024-09-10 23:48:31 UTC
Updated at2024-09-10 23:48:31 UTC
NP-MRD IDNP0335081
Secondary Accession NumbersNone
Natural Product Identification
Common Name9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one
Description9Alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on 9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)


  Mrv2104 05262302202D          

 25 26  0  0  0  0            999 V2000
   -0.7194    1.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050   -0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194   -0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194   -1.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4735    1.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7034    0.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5284    0.3576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803    2.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    2.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050    2.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -0.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    2.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -1.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240   -1.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050   -1.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240   -2.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1385   -2.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -2.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -2.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  2  0  0  0  0
  4 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
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3D MOL for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)

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3D SDF for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)

  Mrv2104 05262302202D          

 25 26  0  0  0  0            999 V2000
   -0.7194    1.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050   -0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194   -0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194   -1.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4735    1.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185   -0.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7034    0.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5284    0.3576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803    2.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    2.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050    2.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -0.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    2.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -1.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240   -1.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0050   -1.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240   -2.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1385   -2.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -2.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -2.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  2  0  0  0  0
  4 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335081

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C(C)=C\C(=O)OC1CC(C(C)C)C2C(CC(=O)C2C(C)O)C1=C

> <INCHI_IDENTIFIER>
InChI=1/C21H32O4/c1-7-12(4)8-19(24)25-18-10-15(11(2)3)21-16(13(18)5)9-17(23)20(21)14(6)22/h8,11,14-16,18,20-22H,5,7,9-10H2,1-4,6H3/b12-8+

> <INCHI_KEY>
AIZCSTFUIXPHFD-XYOKQWHBNA-N

> <FORMULA>
C21H32O4

> <MOLECULAR_WEIGHT>
348.483

> <EXACT_MASS>
348.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.99665187323874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1-hydroxyethyl)-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate

> <JCHEM_LOGP>
3.954351123999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.090748495077209

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7591051494121643

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
98.80689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(1-hydroxyethyl)-7-isopropyl-4-methylidene-2-oxo-hexahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)
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PDB for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)
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      -1.343   2.208   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.009   1.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.009  -0.102   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.343  -0.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.343  -2.412   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.123   3.698   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.617   3.378   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.141   1.913   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.677   1.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.677  -0.102   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.141  -0.578   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.046   0.668   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.586   0.668   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.017   4.627   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.233   3.748   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.009   4.518   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.324  -0.872   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.972   4.522   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.324  -2.412   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.658  -3.182   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.009  -3.182   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.658  -4.722   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.992  -5.492   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.324  -5.492   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.325  -4.722   0.000  0.00  0.00           C+0
CONECT    1    2    9   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   18                                                  
CONECT    8    7    9   12                                                  
CONECT    9    1    8   10                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12    8   11   13                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    1   14   16                                                  
CONECT   16   15                                                            
CONECT   17    3   19                                                       
CONECT   18    7                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

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3D PDB for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)
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SMILES for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)
CC\C(C)=C\C(=O)OC1CC(C(C)C)C2C(CC(=O)C2C(C)O)C1=C
Download
INCHI for NP0335081 (9alpha-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one)
InChI=1/C21H32O4/c1-7-12(4)8-19(24)25-18-10-15(11(2)3)21-16(13(18)5)9-17(23)20(21)14(6)22/h8,11,14-16,18,20-22H,5,7,9-10H2,1-4,6H3/b12-8+
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View in JSmol
Synonyms
ValueSource
9a-(3-Methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-oneGenerator
9Α-(3-methyl-2E-pentenoyloxy)-4S-hydroxy-10(14)-oplopen-3-oneGenerator
Chemical FormulaC21H32O4
Average Mass348.4830 Da
Monoisotopic Mass348.23006 Da
IUPAC Name1-(1-hydroxyethyl)-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate
Traditional Name1-(1-hydroxyethyl)-7-isopropyl-4-methylidene-2-oxo-hexahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate
CAS Registry NumberNot Available
SMILES
CC\C(C)=C\C(=O)OC1CC(C(C)C)C2C(CC(=O)C2C(C)O)C1=C
InChI Identifier
InChI=1/C21H32O4/c1-7-12(4)8-19(24)25-18-10-15(11(2)3)21-16(13(18)5)9-17(23)20(21)14(6)22/h8,11,14-16,18,20-22H,5,7,9-10H2,1-4,6H3/b12-8+
InChI KeyAIZCSTFUIXPHFD-XYOKQWHBNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Sesquiterpenoid
    • 

  • Oplopane sesquiterpenoid
    • 

  • Fatty acid ester
    • 

  • Fatty acyl
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Ketone
    • 

  • Secondary alcohol
    • 

  • Cyclic ketone
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP3.95ChemAxon
pKa (Strongest Acidic)15.09ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity98.81 m³·mol⁻¹ChemAxon
Polarizability40 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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available