NP-MRD: Showing NP-Card for BORNYL acetATE (NP0044885)

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Record Information

Version

2.0

Created at

2022-03-10 18:45:47 UTC

Updated at

2022-03-10 22:18:42 UTC

NP-MRD ID

NP0044885

Secondary Accession Numbers

None

Natural Product Identification

Common Name

BORNYL acetATE

Description

Bornyl acetate, also known as isobornyl acetate and pichtosin, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing two fused rings. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids (PMID: 7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Bornyl acetate is the acetylated derivative of borneol. Bornyl acetate is a neutral compound. It is found in spike lavender, coriander, carrot, pine needle, rosemary, sage and valerian root ( http://Www.Thegoodscentscompany.Com/data/rw1007342.Html#tooccur). Borneol is used in traditional Chinese medicine. It is a component of several plant essential oils and it is considered a natural repellent against the storage insects Liposcelis bostrychophila and Tribolium castaneum (PMID: 30972667 ). Bornyl acetate is also present in trace amount in cannabis plants (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    4.2912    0.0773   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.7227    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.8052    0.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8627   -0.2639   -0.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341   -0.8587    0.0369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0575   -1.2149   -1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4561   -0.5969   -1.1719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2670   -1.3044   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -1.0110    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3860   -0.0283    0.7248 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0529    0.7947    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959    0.6806   -0.3896 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2842    1.5545   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3375    1.4041    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310   -0.4216    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2762    1.0730    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2781    0.2668   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772   -1.8115    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295   -0.7573   -2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469   -2.3177   -1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206   -0.4036   -2.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.8160   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3667   -2.3928   -0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0126   -1.9612    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -0.6150    1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    0.8240    2.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2617    1.8515    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9027    0.2932    2.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1685    2.5503   -0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754    1.7906   -2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6801    1.1863   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0963    1.3581   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179    1.1070    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0595    2.4908    0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10  5  1  0
  5  6  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
  6  7  1  0
 12  7  1  0
  7 21  1  6
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
  5 18  1  1
  6 19  1  0
  6 20  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv1652303202019002D          

 16 17  0  0  1  0            999 V2000
    3.7894    1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1245   -0.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4778    1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1311    1.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223   -0.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223    0.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1555    0.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -0.6243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5512    0.6132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0430    0.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367    1.0257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2958   -0.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405    1.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383   -1.3467    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5651    1.4381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  6  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10 14  1  6  0  0  0
  9 15  1  6  0  0  0
 10 16  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0044885

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@](C)([C@@]([H])(C1)OC(C)=O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10-,12+/m1/s1

> <INCHI_KEY>
KGEKLUUHTZCSIP-FOGDFJRCSA-N

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.29

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
22.56660643873046

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.430583294666666

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0038392074467

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
54.46580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       7.074   2.356   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.099  -1.448   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.892   2.108   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.111   3.478   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.228  -0.395   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.228   1.145   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.896  -0.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.890   1.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.562  -1.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.896   1.145   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.947   0.375   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.562   1.915   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.152  -0.147   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.369   1.930   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0       0.818  -2.514   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       2.922   2.684   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    9                                                       
CONECT    6    5   12                                                       
CONECT    7    9   10                                                       
CONECT    8    1   13   14                                                  
CONECT    9    5    7   11   15                                             
CONECT   10    7   12   14   16                                             
CONECT   11    2    3    9   12                                             
CONECT   12    4    6   10   11                                             
CONECT   13    8                                                            
CONECT   14    8   10                                                       
CONECT   15    9                                                            
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl acetic acid	Generator
Isobornyl acetate	MeSH
Pichtosin	MeSH

Chemical Formula

C₁₂H₂₀O₂

Average Mass

196.2900 Da

Monoisotopic Mass

196.14633 Da

IUPAC Name

(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

Traditional Name

(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

CAS Registry Number

125-12-2

SMILES

[H][C@@]12CC[C@@](C)([C@@]([H])(C1)OC(C)=O)C2(C)C

InChI Identifier

InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10-,12+/m1/s1

InChI Key

KGEKLUUHTZCSIP-FOGDFJRCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies alba	Plant	KNApSAcK
Abies balsamea	LOTUS Database	35616633
Abies firma	LOTUS Database	35616633
Abies grandis	LOTUS Database	35616633
Abies sachalinensis	LOTUS Database	35616633
Abies sibirica	Plant	KNApSAcK
Achillea abrotanoides	LOTUS Database	35616633
Achillea grandifolia	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Achillea nobilis	LOTUS Database	35616633
Ageratum conyzoides	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Alpinia galanga	LOTUS Database	35616633
Alpinia latilabris	LOTUS Database	35616633
Alpinia zerumbet	LOTUS Database	35616633
Ambrosia artemisiifolia	LOTUS Database	35616633
Angelica archangelica	LOTUS Database	35616633
Annona atemoya	LOTUS Database	35616633
Annona squamosa	LOTUS Database	35616633
Aristolochia debilis	LOTUS Database	35616633
Aristolochia elegans	LOTUS Database	35616633
Artemisia absinthium	LOTUS Database	35616633
Artemisia afra	LOTUS Database	35616633
Artemisia capillaris	LOTUS Database	35616633
Artemisia halophila	LOTUS Database	35616633
Artemisia herba-alba	LOTUS Database	35616633
Artemisia judaica	LOTUS Database	35616633
Artemisia lagocephala	LOTUS Database	35616633
Artemisia rubripes	LOTUS Database	35616633
Artemisia santolinifolia	LOTUS Database	35616633
Artemisia sericea	LOTUS Database	35616633
Artemisia thuscula	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Asarum canadense	LOTUS Database	35616633
Asarum epigynum	LOTUS Database	35616633
Asarum lutchuense	LOTUS Database	35616633
Atalantia buxifolia	LOTUS Database	35616633
Boronia latipinna	LOTUS Database	35616633
Boswellia sacra	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Cannabis sativa	NULL	Not Available
Centella asiatica	LOTUS Database	35616633
Chamaecyparis lawsoniana	LOTUS Database	35616633
Chamaecyparis obtusa	LOTUS Database	35616633
Chamaecyparis pisifera	LOTUS Database	35616633
Chimonanthus praecox	LOTUS Database	35616633
Chromolaena odorata	LOTUS Database	35616633
Chrysanthemum indicum	LOTUS Database	35616633
Cinnamomum burmanni	LOTUS Database	35616633
Cinnamomum verum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cistus clusii	LOTUS Database	35616633
Cistus creticus	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Citrus sinensis	LOTUS Database	35616633
Cleistopholis patens	LOTUS Database	35616633
Cleonia lusitanica	LOTUS Database	35616633
Commiphora gurreh	LOTUS Database	35616633
Conocephalum conicum	LOTUS Database	35616633
Coriandrum sativum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Crocus sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cryptomeria japonica	LOTUS Database	35616633
Cuminum cyminum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cupressus sempervirens	LOTUS Database	35616633
Curcuma xanthorrhiza	LOTUS Database	35616633
Curcuma zedoaria	LOTUS Database	35616633
Cymbopogon flexuosus	LOTUS Database	35616633
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	FooDB	David M. Alabran, Howard R. Moskowitz, and Ahmed F. Mabrouk. Carrot-Root Oil Components and Their...
Diospyros virginiana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Diplotaenia cachrydifolia	LOTUS Database	35616633
Dittrichia graveolens	LOTUS Database	35616633
Eupatorium capillifolium	LOTUS Database	35616633
Evernia prunastri	LOTUS Database	35616633
Ferulago nodosa	LOTUS Database	35616633
Ferulago trachycarpa	LOTUS Database	35616633
Grindelia hirsutula	LOTUS Database	35616633
Gutierrezia sarothrae	LOTUS Database	35616633
Hedychium coronarium	LOTUS Database	35616633
Helianthus annuus	LOTUS Database	35616633
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Heracleum antasiaticum	LOTUS Database	35616633
Hesperozygis rhododon	LOTUS Database	35616633
Heterotheca subaxillaris	LOTUS Database	35616633
Houttuynia cordata	LOTUS Database	35616633
Hyssopus officinalis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Illicium verum	LOTUS Database	35616633
Isocoma wrightii	LOTUS Database	35616633
Juniperus communis	LOTUS Database	35616633
Juniperus gracilior	LOTUS Database	35616633
Juniperus jaliscana	LOTUS Database	35616633
Juniperus monticola	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Larix lyallii	LOTUS Database	35616633
Larix sibirica	LOTUS Database	35616633
Laurus nobilis	LOTUS Database	35616633
Laurus nobilis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lavandula angustifolia	LOTUS Database	35616633
Lavandula stoechas	LOTUS Database	35616633
Lepechinia floribunda	LOTUS Database	35616633
Lindera aggregata	LOTUS Database	35616633
Liriodendron tulipifera	LOTUS Database	35616633
Machilus japonica	LOTUS Database	35616633
Magnolia obovata	LOTUS Database	35616633
Malus pumila	LOTUS Database	35616633
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mentha pulegium	LOTUS Database	35616633
Mentha rotundifolia	LOTUS Database	35616633
Mentha spicata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Micromeria biflora	LOTUS Database	35616633
Micromeria cristata	LOTUS Database	35616633
Monarda fistulosa	LOTUS Database	35616633
Montanoa tomentosa	LOTUS Database	35616633
Myristica fragrans	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Myrtus communis	LOTUS Database	35616633
Ocimum basilicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum cordifolium	LOTUS Database	35616633
Origanum majorana	LOTUS Database	35616633
Origanum onites	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pandanus tectorius	LOTUS Database	35616633
Parthenium argentatum	LOTUS Database	35616633
Parthenium incanum	LOTUS Database	35616633
Picea abies	LOTUS Database	35616633
Picea koraiensis	LOTUS Database	35616633
Picradeniopsis multiflora	LOTUS Database	35616633
Pinus cembra	LOTUS Database	35616633
Pinus densiflora	LOTUS Database	35616633
Pinus heldreichii	LOTUS Database	35616633
Pinus montana	Plant	KNApSAcK
Pinus monticola	LOTUS Database	35616633
Pinus pumila	LOTUS Database	35616633
Pinus sibirica	LOTUS Database	35616633
Pinus sylvestris	Plant	KNApSAcK
Piper aduncum	LOTUS Database	35616633
Piper auritum	LOTUS Database	35616633
Pistacia vera	LOTUS Database	35616633
Plectranthus glabratus	LOTUS Database	35616633
Polygala senega	LOTUS Database	35616633
Pseudotsuga menziesii	Plant	KNApSAcK
Rhanterium epapposum	LOTUS Database	35616633
Rhodiola rosea	LOTUS Database	35616633
Rhododendron groenlandicum	LOTUS Database	35616633
Rhododendron mucronulatum	LOTUS Database	35616633
Salvia absconditiflora	LOTUS Database	35616633
Salvia candidissima	LOTUS Database	35616633
Salvia columbariae	LOTUS Database	35616633
Salvia fruticosa	LOTUS Database	35616633
Salvia hydrangea	LOTUS Database	35616633
Salvia iodantha	LOTUS Database	35616633
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia sahendica	LOTUS Database	35616633
Salvia sclarea	LOTUS Database	35616633
Santolina chamaecyparissus	LOTUS Database	35616633
Santolina insularis	LOTUS Database	35616633
Santolina villosa	LOTUS Database	35616633
Satureja hortensis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Satureja montana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sequoiadendron giganteum	LOTUS Database	35616633
Sideritis athoa	LOTUS Database	35616633
Solidago canadensis	LOTUS Database	35616633
Solidago gigantea	LOTUS Database	35616633
Solidago odora	LOTUS Database	35616633
Swertia japonica	LOTUS Database	35616633
Syzygium cumini	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633
Tanacetum polycephalum	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Thuja occidentalis	LOTUS Database	35616633
Thujopsis dolabrata	LOTUS Database	35616633
Thymus cilicicus	LOTUS Database	35616633
Thymus fedtschenkoi	LOTUS Database	35616633
Thymus longicaulis	LOTUS Database	35616633
Thymus satureioides	LOTUS Database	35616633
Thymus sibthorpii	LOTUS Database	35616633
Thymus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Thymus zygioides	LOTUS Database	35616633
Toddalia asiatica	LOTUS Database	35616633
Tordylium apulum	LOTUS Database	35616633
Uvaria chamae	LOTUS Database	35616633
Valeriana celtica	LOTUS Database	35616633
Valeriana hardwickii	LOTUS Database	35616633
Valeriana officinalis	Plant	KNApSAcK
Vanilla planifolia Jacks.	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Wiesnerella denudata	LOTUS Database	35616633
Xanthium strumarium	LOTUS Database	35616633
Xylopia aromatica	LOTUS Database	35616633
Xylopia sericea	Plant	KNApSAcK
Zanthoxylum gilletii	LOTUS Database	35616633
Zingiber officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zingiber zerumbet	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	3.5	ALOGPS
logP	2.43	ChemAxon
logS	-3.5	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	2	ChemAxon
Refractivity	54.47 m³·mol⁻¹	ChemAxon
Polarizability	22.57 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

637531

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Feng YX, Wang Y, Chen ZY, Guo SS, You CX, Du SS: Efficacy of bornyl acetate and camphene from Valeriana officinalis essential oil against two storage insects. Environ Sci Pollut Res Int. 2019 Jun;26(16):16157-16165. doi: 10.1007/s11356-019-05035-y. Epub 2019 Apr 10. [PubMed:30972667 ]

Showing NP-Card for BORNYL acetATE (NP0044885)

MOL for NP0044885 (BORNYL acetATE)

3D MOL for NP0044885 (BORNYL acetATE)

3D SDF for NP0044885 (BORNYL acetATE)

3D-SDF for NP0044885 (BORNYL acetATE)

PDB for NP0044885 (BORNYL acetATE)

3D PDB for NP0044885 (BORNYL acetATE)

SMILES for NP0044885 (BORNYL acetATE)

INCHI for NP0044885 (BORNYL acetATE)

Structure for NP0044885 (BORNYL acetATE)

3D Structure for NP0044885 (BORNYL acetATE)