Showing NP-Card for Oleanonic acid (NP0050140)

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Record Information
Version2.0
Created at2022-03-17 21:23:55 UTC
Updated at2024-09-03 04:17:57 UTC
NP-MRD IDNP0050140
Natural Product DOIhttps://doi.org/10.57994/1231
Secondary Accession NumbersNone
Natural Product Identification
Common NameOleanonic acid
Description(E)-alpha-ocimene belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Oleanonic acid is found in Ekebergia pterophylla, Ficus microcarpa , Hibiscus taiwanensis, Junellia tridens, Ocimum rubrum and Scrophularia ningpoensis . Thus, (e)-alpha-ocimene is considered to be an isoprenoid lipid molecule (e)-alpha-ocimene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0050140 (Oleanonic acid)

  Mrv1652304022019483D          

 10  9  0  0  0  0            999 V2000
    2.2523    2.9491    1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545    0.0762   -1.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1564   -2.1891   -2.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    0.9266    2.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    1.8977    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0244   -1.3525    0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.2469    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -0.2236    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.0919   -1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1194    0.8394    0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  2  9  2  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
M  END
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3D MOL for NP0050140 (Oleanonic acid)

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3D SDF for NP0050140 (Oleanonic acid)
  Mrv1652304022019483D          

 10  9  0  0  0  0            999 V2000
    2.2523    2.9491    1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545    0.0762   -1.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1564   -2.1891   -2.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    0.9266    2.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    1.8977    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0244   -1.3525    0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.2469    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -0.2236    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.0919   -1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1194    0.8394    0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  2  9  2  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0050140

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)CC\C=C(/C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,8H,1-2,6-7H2,3-4H3/b10-8+

> <INCHI_KEY>
XJPBRODHZKDRCB-CSKARUKUSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.238

> <EXACT_MASS>
136.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.70968659233256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E)-3,7-dimethylocta-1,3,7-triene

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.537100136666666

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
48.379

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ocimene

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0050140 (Oleanonic acid)
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PDB for NP0050140 (Oleanonic acid)
HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       2.252   2.949   1.233  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.855   0.076  -1.905  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.156  -2.189  -2.308  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.515   0.927   2.260  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.014   1.898   0.485  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.024  -1.353   0.493  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.435  -1.247   0.089  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.861  -0.224   0.157  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.492  -1.092  -1.373  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.119   0.839   0.928  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    1   10                                                       
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   10                                                       
CONECT    9    2    3    7                                                  
CONECT   10    4    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0050140 (Oleanonic acid)
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SMILES for NP0050140 (Oleanonic acid)
CC(=C)CC\C=C(/C)C=C
Download
INCHI for NP0050140 (Oleanonic acid)
InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,8H,1-2,6-7H2,3-4H3/b10-8+
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View in JSmol
Synonyms
ValueSource
(e)-a-OcimeneGenerator
(e)-Α-ocimeneGenerator
alpha-cis-OcimeneMeSH
alpha-OcimeneMeSH
a-OcimeneGenerator
Α-ocimeneGenerator
Chemical FormulaC10H16
Average Mass136.2380 Da
Monoisotopic Mass136.12520 Da
IUPAC Name(3E)-3,7-dimethylocta-1,3,7-triene
Traditional Nameocimene
CAS Registry NumberNot Available
SMILES
CC(=C)CC\C=C(/C)C=C
InChI Identifier
InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,8H,1-2,6-7H2,3-4H3/b10-8+
InChI KeyXJPBRODHZKDRCB-CSKARUKUSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)luis.guerrero@unige.chUniversity of GenevaLuis Quiros-Guerrero, PhD2023-11-07View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentAcyclic monoterpenoids  
Alternative Parents
Substituents
  • Acyclic monoterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Alkatriene
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Acyclic olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP4.25ALOGPS
logP3.54ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.38 m³·mol⁻¹ChemAxon
Polarizability17.71 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
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 Compound5320249  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available