Np mrd loader

Showing NP-Card for Sabinyl acetate (NP0047006)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:33:03 UTC
Updated at2022-03-17 20:33:04 UTC
NP-MRD IDNP0047006
Secondary Accession NumbersNone
Natural Product Identification
Common NameSabinyl acetate
DescriptionSabinyl acetate belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Sabinyl acetate is found in Anthriscus sylvestris, Chrysanthemum indicum, Chrysanthemum oreastrum and Stoebe vulgaris. Sabinyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047006 (Sabinyl acetate)


  Mrv0541 02241220532D          

 14 15  0  0  0  0            999 V2000
    3.8889    1.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514    1.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264    1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    2.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062    3.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992    2.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    1.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514    2.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
  4 13  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
Download

3D MOL for NP0047006 (Sabinyl acetate)

Download
3D SDF for NP0047006 (Sabinyl acetate)

  Mrv0541 02241220532D          

 14 15  0  0  0  0            999 V2000
    3.8889    1.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514    1.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264    1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    2.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062    3.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992    2.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    1.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514    2.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
  4 13  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047006

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C12CC1C(=C)C(C2)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O2/c1-7(2)12-5-10(12)8(3)11(6-12)14-9(4)13/h7,10-11H,3,5-6H2,1-2,4H3

> <INCHI_KEY>
PBWRFXQNNGSAQG-UHFFFAOYSA-N

> <FORMULA>
C12H18O2

> <MOLECULAR_WEIGHT>
194.2701

> <EXACT_MASS>
194.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.18793939920088

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-yl acetate

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.06990946

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.013895311208607

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
54.3168

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-4-methylidenebicyclo[3.1.0]hexan-3-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0047006 (Sabinyl acetate)
Download
PDB for NP0047006 (Sabinyl acetate)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       7.259   3.534   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.719   3.534   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.949   2.201   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.409   2.201   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.504   0.955   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.980  -0.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.040   1.431   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.294   2.201   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.040   2.971   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.413   4.378   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.318   5.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.119   4.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.504   3.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.949   4.868   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7    9                                                       
CONECT    9    8    7   10   13                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9    4                                                       
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Download
3D PDB for NP0047006 (Sabinyl acetate)
Download
SMILES for NP0047006 (Sabinyl acetate)
CC(C)C12CC1C(=C)C(C2)OC(C)=O
Download
INCHI for NP0047006 (Sabinyl acetate)
InChI=1S/C12H18O2/c1-7(2)12-5-10(12)8(3)11(6-12)14-9(4)13/h7,10-11H,3,5-6H2,1-2,4H3
Download
View in JSmol
Synonyms
ValueSource
Sabinyl acetic acidGenerator
Sabinyl acetate, (1R-(1alpha,3beta,5alpha))-isomerMeSH
Sabinyl acetate, (1alpha,3beta,5alpha)-isomerMeSH
Chemical FormulaC12H18O2
Average Mass194.2701 Da
Monoisotopic Mass194.13068 Da
IUPAC Name4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-yl acetate
Traditional Name1-isopropyl-4-methylidenebicyclo[3.1.0]hexan-3-yl acetate
CAS Registry Number7235-40-7
SMILES
CC(C)C12CC1C(=C)C(C2)OC(C)=O
InChI Identifier
InChI=1S/C12H18O2/c1-7(2)12-5-10(12)8(3)11(6-12)14-9(4)13/h7,10-11H,3,5-6H2,1-2,4H3
InChI KeyPBWRFXQNNGSAQG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anthriscus sylvestrisLOTUS Database
Chrysanthemum indicumLOTUS Database
Chrysanthemum oreastrumLOTUS Database
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Stoebe vulgarisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentBicyclic monoterpenoids  
Alternative Parents
Substituents
  • Bicyclic monoterpenoid
    • 

  • Thujane monoterpenoid
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen 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
logP2.94ALOGPS
logP2.07ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity54.32 m³·mol⁻¹ChemAxon
Polarizability22.19 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006949  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound94266  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available