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Showing NP-Card for 9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate (NP0337057)

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Record Information
Version2.0
Created at2024-09-11 09:05:04 UTC
Updated at2024-09-11 09:05:04 UTC
NP-MRD IDNP0337057
Secondary Accession NumbersNone
Natural Product Identification
Common Name9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate
Description9Alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 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-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)


  Mrv2104 05262311372D          

 27 28  0  0  0  0            999 V2000
    0.2090   -0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9240    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9240    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    2.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -0.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898    0.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898    1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002    0.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5061   -1.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2086   -0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376    1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646   -1.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0663    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527    0.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0663    2.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8139   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378   -2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4393   -2.7949    0.0000 O   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
 18 25  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
 20 24  1  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
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3D MOL for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

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3D SDF for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

  Mrv2104 05262311372D          

 27 28  0  0  0  0            999 V2000
    0.2090   -0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9240    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9240    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    2.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -0.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898    0.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898    1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002    0.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5061   -1.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2086   -0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376    1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646   -1.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0663    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527    0.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0663    2.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8139   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378   -2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4393   -2.7949    0.0000 O   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
 18 25  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
 20 24  1  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337057

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C22H32O5/c1-8-12(4)22(25)27-19-10-16(11(2)3)21-17(13(19)5)9-18(24)20(21)14(6)26-15(7)23/h8,11,14,16-17,19-21H,5,9-10H2,1-4,6-7H3/b12-8-

> <INCHI_KEY>
ZYTJBCOGBFUTOP-WQLSENKSNA-N

> <FORMULA>
C22H32O5

> <MOLECULAR_WEIGHT>
376.493

> <EXACT_MASS>
376.22497413

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.81543653891508

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[1-(acetyloxy)ethyl]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_LOGP>
4.103097087000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.567573936376087

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
103.43249999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-[1-(acetyloxy)ethyl]-7-isopropyl-4-methylidene-2-oxo-hexahydro-1H-inden-5-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)
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PDB for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)
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       0.390  -0.185   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.725   0.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.725   2.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.390   2.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.390   4.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.784  -1.101   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.246  -1.181   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.408   0.110   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.942   0.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.942   2.125   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.408   2.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.314   1.355   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.854   1.355   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.945  -2.494   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.389  -1.725   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.723  -2.495   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.057   2.895   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.547  -2.553   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.392   2.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.724   2.895   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.392   0.585   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.058   2.125   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.058   0.585   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.724   4.435   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.386  -3.845   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.924  -3.764   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.687  -5.217   0.000  0.00  0.00           O+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   25                                                       
CONECT   19   17   20   21                                                  
CONECT   20   19   22   24                                                  
CONECT   21   19                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   20                                                            
CONECT   25   18   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

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3D PDB for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)
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SMILES for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)
C\C=C(\C)C(=O)OC1CC(C(C)C)C2C(CC(=O)C2C(C)OC(C)=O)C1=C
Download
INCHI for NP0337057 (9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)
InChI=1/C22H32O5/c1-8-12(4)22(25)27-19-10-16(11(2)3)21-17(13(19)5)9-18(24)20(21)14(6)26-15(7)23/h8,11,14,16-17,19-21H,5,9-10H2,1-4,6-7H3/b12-8-
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View in JSmol
Synonyms
ValueSource
9a-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetateGenerator
9a-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetic acidGenerator
9alpha-(Angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetic acidGenerator
9Α-(angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetateGenerator
9Α-(angeloyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetic acidGenerator
Chemical FormulaC22H32O5
Average Mass376.4930 Da
Monoisotopic Mass376.22497 Da
IUPAC Name1-[1-(acetyloxy)ethyl]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2Z)-2-methylbut-2-enoate
Traditional Name1-[1-(acetyloxy)ethyl]-7-isopropyl-4-methylidene-2-oxo-hexahydro-1H-inden-5-yl (2Z)-2-methylbut-2-enoate
CAS Registry NumberNot Available
SMILES
C\C=C(\C)C(=O)OC1CC(C(C)C)C2C(CC(=O)C2C(C)OC(C)=O)C1=C
InChI Identifier
InChI=1/C22H32O5/c1-8-12(4)22(25)27-19-10-16(11(2)3)21-17(13(19)5)9-18(24)20(21)14(6)26-15(7)23/h8,11,14,16-17,19-21H,5,9-10H2,1-4,6-7H3/b12-8-
InChI KeyZYTJBCOGBFUTOP-WQLSENKSNA-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
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Fatty acyl
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP4.1ChemAxon
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area69.67 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity103.43 m³·mol⁻¹ChemAxon
Polarizability41.82 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