NP-MRD: Showing NP-Card for isobornyl propionate (NP0261222)

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Record Information

Version

2.0

Created at

2022-09-08 03:36:26 UTC

Updated at

2022-09-08 03:36:26 UTC

NP-MRD ID

NP0261222

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isobornyl propionate

Description

Isobornyl propionate, also known as fema 2163, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Isobornyl propionate is an extremely weak basic (essentially neutral) compound (based on its pKa). Isobornyl propionate is a camphor, fruit, and lavender tasting compound. Outside of the human body,. isobornyl propionate is found in Artemisia herba-alba and Chrysanthemum indicum. Isobornyl propionate is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061310192D          

 15 16  0  0  0  0            999 V2000
    4.7231   -2.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2526    0.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -0.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1177   -1.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -1.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411   -2.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297   -1.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470   -2.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261222

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)OC1CC2CCC1(C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O2/c1-5-11(14)15-10-8-9-6-7-13(10,4)12(9,2)3/h9-10H,5-8H2,1-4H3

> <INCHI_KEY>
FAFMZORPAAGQFV-UHFFFAOYSA-N

> <FORMULA>
C13H22O2

> <MOLECULAR_WEIGHT>
210.3126

> <EXACT_MASS>
210.161979948

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.687925497741137

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl propanoate

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
3.131119141666666

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.039714062654326

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
59.09270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl propanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.816  -3.822   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.472   0.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.068   0.666   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.544  -0.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.686  -2.776   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.252  -3.846   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.934  -2.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.063  -3.808   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.700  -3.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.614  -2.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.215  -3.232   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.831  -0.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.129  -1.772   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.874  -4.733   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.085  -2.185   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    1   11                                                       
CONECT    6    7    9                                                       
CONECT    7    6   13                                                       
CONECT    8    9   10                                                       
CONECT    9    6    8   12                                                  
CONECT   10    8   13   15                                                  
CONECT   11    5   14   15                                                  
CONECT   12    2    3    9   13                                             
CONECT   13    4    7   10   12                                             
CONECT   14   11                                                            
CONECT   15   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
Isobornyl propionic acid	Generator
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl propionate	HMDB
1-Aminocyclohexanecarboxylic acid	HMDB
exo-1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl propionate	HMDB
exo-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-yl propanoate	HMDB
exo-2-Bornyl propionate	HMDB
exo-2-Camphanyl propionate	HMDB
FEMA 2163	HMDB
Iso-bornyl N-propionate	HMDB
Isoborneol, propionate	HMDB
Isoborneol, propionate (8ci)	HMDB
Isobornyl propanoate	HMDB
So-bornyl N-propionate	HMDB
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl propanoic acid	Generator
Isobornyl propionate	MeSH

Chemical Formula

C₁₃H₂₂O₂

Average Mass

210.3126 Da

Monoisotopic Mass

210.16198 Da

IUPAC Name

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl propanoate

Traditional Name

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl propanoate

CAS Registry Number

Not Available

SMILES

CCC(=O)OC1CC2CCC1(C)C2(C)C

InChI Identifier

InChI=1S/C13H22O2/c1-5-11(14)15-10-8-9-6-7-13(10,4)12(9,2)3/h9-10H,5-8H2,1-4H3

InChI Key

FAFMZORPAAGQFV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Artemisia herba-alba	LOTUS Database	35616633
Chrysanthemum indicum	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Bornane 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 Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.93	ALOGPS
logP	3.13	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.09 m³·mol⁻¹	ChemAxon
Polarizability	24.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038249

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017542

KNApSAcK ID

Not Available

Chemspider ID

80593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

89306

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for isobornyl propionate (NP0261222)

MOL for NP0261222 (isobornyl propionate)

3D MOL for NP0261222 (isobornyl propionate)

3D SDF for NP0261222 (isobornyl propionate)

3D-SDF for NP0261222 (isobornyl propionate)

PDB for NP0261222 (isobornyl propionate)

3D PDB for NP0261222 (isobornyl propionate)

SMILES for NP0261222 (isobornyl propionate)

INCHI for NP0261222 (isobornyl propionate)

Structure for NP0261222 (isobornyl propionate)

3D Structure for NP0261222 (isobornyl propionate)