Np mrd loader

Showing NP-Card for Pinocarveol (NP0002795)

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Record Information
Version2.0
Created at2020-11-23 19:40:38 UTC
Updated at2021-08-19 23:59:24 UTC
NP-MRD IDNP0002795
Secondary Accession NumbersNone
Natural Product Identification
Common NamePinocarveol
Provided ByBMRBBMRB logo
Description(-)-Trans-pinocarveol is also known as L-pinocarveol. Pinocarveol is found in Achillea abrotanoides, Achillea grandifolia, Achillea moschata, Actinodium cunninghamii, Aframomum angustifolium, Aframomum melegueta, Ageratum conyzoides, Alpinia chinensis, Alpinia latilabris, Alpinia zerumbet, Amomum krervanh, Angelica gigas, Anthemis aciphylla, Anthemis aciphylla BOISS.var.discoidea BOISS, Artemisia anethoides, Artemisia annua , Artemisia diffusa, Artemisia herba-alba, Artemisia salsoloides, Artemisia sericea, Asarum canadense, Aster scaber, Baeckea frutescens L. , Bellis perennis, Boswellia serrata, Callitris neocaledonica, Calyptranthes spruceana, Cedrus libani , Carapichea ipecacuanha, Chamaemelum fuscatum, Chiliadenus lopadusanus, Cistus creticus, Cistus incanus, Corymbia citriodora, Cryptomeria japonica, Cryptoporus volvatus, Curcuma mangga , Curcuma pierreana, Cyperus rotundus L. , Elsholtzia fruticosa, Elsholtzia pilosa, Eucalyptus brassiana, Eucalyptus bridgesiana, Eucalyptus camaldulensis, Eucalyptus dealbata, Eucalyptus dolichorhyncha, Eucalyptus globulus, Eucalyptus nitens, Eucalyptus pellita, Eucalyptus pulverulenta, Eucalyptus sparsa, Ganoderma lucidum , Geum heterocarpum, Gutierrezia sarothrae, Hamamelis virginiana, Helichrysum odoratissimum, Juniperus durangensis, Kunzea salina, Lavandula angustifolia , Lavandula latifolia, Lavandula stoechas, Marjorana hortensis, Melaleuca leucadendra L. , Micromeria cristata, Micromeria varia, Mikania cordifolia, Myrtus communis , Neocallitropsis pancheri, Nepeta racemosa, Phagnalon sordidum, Picea abies, Pinus koraiensis, Pinus mugo subsp. Mugo , Pinus sibirica, Pinus sylvestris, Piper nigrum , Pityophthorus pityographus, Rhodiola rosea L. , Stevia rebaudiana, Tanacetum vulgare, Targionia hypophylla, Teucrium kotschyanum, Teucrium polium, Thymus cilicicus, Thymus longicaulis, Thymus saturejoides, Vitex agnus-castus, Xylopia aethiopica , Xylopia aromatica, Xylopia parviflora , Zingiber mioga and Zingiber cassumunar Roxb. . Pinocarveol was first documented in 2011 (PMID: 22164793). Based on a literature review a small amount of articles have been published on (-)-trans-pinocarveol (PMID: 21861767) (PMID: 23980409) (PMID: 34355673).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002795 (Pinocarveol)


     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   -2.3413    2.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924    0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2790    0.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -0.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490    0.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    0.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -0.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370    3.4970    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7944    1.6803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932    2.3435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393   -1.4675    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.1720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774   -2.6177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -2.9031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -2.3834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.6835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872   -0.6621    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7082    0.8154    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433    2.1811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983    2.7074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762    0.5496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -1.9289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1509   -1.4026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  7  2  1  0
  9  3  1  6
  1 12  1  0
  1 13  1  0
  3 14  1  1
  4 15  1  6
  4 16  1  0
  5 17  1  1
  6 18  1  6
  6 19  1  0
  7 20  1  6
  8 21  1  0
 10 22  1  1
 10 23  1  0
 10 24  1  0
 11 25  1  6
 11 26  1  0
 11 27  1  0
M  END
Download

3D MOL for NP0002795 (Pinocarveol)

NP0002795
     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    1.8252    1.1916    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1483    0.5679    0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    1.0692    0.2433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1120    1.1038   -1.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.3701   -1.2236 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7329   -1.1936   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6841   -0.6454    0.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9311   -0.4138   -0.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1890   -0.0345    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566    0.5746   -0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2105   -1.0898    1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8200    0.8534    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4756    2.0877    2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284    1.9917    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9137    1.2262   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8871    1.7536   -1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -0.7332   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486   -1.2515   -2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -2.2414   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8591   -1.4003    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5916   -1.1158   -0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    1.6689   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    0.4870    0.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.0908   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -2.0827    0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6090   -0.8307    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508   -1.2638    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  7  2  1  0
  9  3  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  1
  4 15  1  0
  4 16  1  0
  5 17  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  1
  8 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

3D SDF for NP0002795 (Pinocarveol)


     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   -2.3413    2.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924    0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2790    0.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -0.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490    0.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    0.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -0.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370    3.4970    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7944    1.6803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932    2.3435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393   -1.4675    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.1720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774   -2.6177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -2.9031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -2.3834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.6835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872   -0.6621    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7082    0.8154    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433    2.1811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983    2.7074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762    0.5496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -1.9289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1509   -1.4026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  7  2  1  0
  9  3  1  6
  1 12  1  0
  1 13  1  0
  3 14  1  1
  4 15  1  6
  4 16  1  0
  5 17  1  1
  6 18  1  6
  6 19  1  0
  7 20  1  6
  8 21  1  0
 10 22  1  1
 10 23  1  0
 10 24  1  0
 11 25  1  6
 11 26  1  0
 11 27  1  0
M  END
> <DATABASE_ID>
NP0002795

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m0/s1

> <INCHI_KEY>
LCYXQUJDODZYIJ-DJLDLDEBSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.883923996219412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
1.628784049666666

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.937417626307106

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5139735302532715

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
45.1653

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002795 (Pinocarveol)

NP0002795
     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    1.8252    1.1916    1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1483    0.5679    0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    1.0692    0.2433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1120    1.1038   -1.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.3701   -1.2236 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7329   -1.1936   -1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6841   -0.6454    0.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9311   -0.4138   -0.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1890   -0.0345    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566    0.5746   -0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2105   -1.0898    1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8200    0.8534    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4756    2.0877    2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284    1.9917    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9137    1.2262   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8871    1.7536   -1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -0.7332   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486   -1.2515   -2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -2.2414   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8591   -1.4003    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5916   -1.1158   -0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    1.6689   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    0.4870    0.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.0908   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -2.0827    0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6090   -0.8307    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508   -1.2638    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  7  2  1  0
  9  3  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  1
  4 15  1  0
  4 16  1  0
  5 17  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  1
  8 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

PDB for NP0002795 (Pinocarveol)

HEADER    PROTEIN                                 26-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-16         0                                  
HETATM    1  C   UNK     0       3.753  -1.018   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.507   2.639   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.507   0.659   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.776   1.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.983   2.983   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.983   0.315   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.443   2.983   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.443   0.315   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.753   1.649   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.673   1.649   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.293   1.649   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.673   4.317   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       0.673  -1.018   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       4.523   2.983   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4    7    8                                                       
CONECT    5    7    9                                                       
CONECT    6    1    8    9                                                  
CONECT    7    4    5   10   12                                             
CONECT    8    4    6   10   13                                             
CONECT    9    5    6   11   14                                             
CONECT   10    2    3    7    8                                             
CONECT   11    9                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END
Download

3D PDB for NP0002795 (Pinocarveol)

COMPND    NP0002795
HETATM    1  C1  UNL     1       1.825   1.192   1.591  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.148   0.568   0.658  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.173   1.069   0.243  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.112   1.104  -1.297  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.494  -0.370  -1.224  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.733  -1.194  -1.037  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.684  -0.645   0.000  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.931  -0.414  -0.598  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.189  -0.034   0.067  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.557   0.575  -0.161  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.210  -1.090   1.116  1.00  0.00           C  
HETATM   12  H1  UNL     1       2.820   0.853   1.936  1.00  0.00           H  
HETATM   13  H2  UNL     1       1.476   2.088   2.106  1.00  0.00           H  
HETATM   14  H3  UNL     1      -0.528   1.992   0.701  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.914   1.226  -1.695  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.887   1.754  -1.729  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.114  -0.733  -2.038  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.249  -1.251  -2.033  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.492  -2.241  -0.773  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.859  -1.400   0.810  1.00  0.00           H  
HETATM   21  H10 UNL     1       3.592  -1.116  -0.377  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.500   1.669  -0.359  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.101   0.487   0.824  1.00  0.00           H  
HETATM   24  H13 UNL     1      -3.110   0.091  -0.977  1.00  0.00           H  
HETATM   25  H14 UNL     1      -0.887  -2.083   0.721  1.00  0.00           H  
HETATM   26  H15 UNL     1      -0.609  -0.831   2.016  1.00  0.00           H  
HETATM   27  H16 UNL     1      -2.251  -1.264   1.509  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3    7
CONECT    3    4    9   14
CONECT    4    5   15   16
CONECT    5    6    9   17
CONECT    6    7   18   19
CONECT    7    8   20
CONECT    8   21
CONECT    9   10   11
CONECT   10   22   23   24
CONECT   11   25   26   27
END
Download

SMILES for NP0002795 (Pinocarveol)

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

INCHI for NP0002795 (Pinocarveol)

InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m0/s1
Download
View in JSmol
Synonyms
ValueSource
(1S)-(-)-trans-PinocarveolChEBI
L-PinocarveolChEBI
L-trans-PinocarveolChEBI
trans-(-)-PinocarveolChEBI
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC Name(1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
Traditional Name(1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
CAS Registry NumberNot Available
SMILES
[H][C@]12C[C@]([H])(C(=C)[C@]([H])(O)C1)C2(C)C
InChI Identifier
InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m0/s1
InChI KeyLCYXQUJDODZYIJ-DJLDLDEBSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Achillea abrotanoidesLOTUS Database
Achillea grandifoliaLOTUS Database
Achillea moschataLOTUS Database
Actinidia chinensisFooDB
Actinodium cunninghamiiLOTUS Database
Aframomum angustifoliumLOTUS Database
Aframomum meleguetaLOTUS Database
Agaricus bisporusFooDB
AgaveFooDB
Ageratum conyzoidesLOTUS Database
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
Alpinia chinensisLOTUS Database
Alpinia latilabrisLOTUS Database
Alpinia zerumbetLOTUS Database
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Amomum krervanhLOTUS Database
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anethum graveolensFooDB
Angelica gigasLOTUS Database
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anthemis aciphyllaLOTUS Database
Anthemis aciphylla BOISS.var.discoidea BOISSPlant
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia anethoidesPlant
Artemisia annuaPlant
Artemisia diffusaLOTUS Database
Artemisia dracunculusFooDB
Artemisia herba-albaLOTUS Database
Artemisia salsoloidesLOTUS Database
Artemisia sericeaLOTUS Database
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asarum canadenseLOTUS Database
Asparagus officinalisFooDB
Aster scaberLOTUS Database
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Baeckea frutescens-
Basella albaFooDB
Bellis perennisLOTUS Database
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Borago officinalisFooDB
Boswellia serrataLOTUS Database
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Callitris neocaledonicaPlant
Calyptranthes spruceanaLOTUS Database
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Cedrus libaniPlant
Cephaelis ipecacuanhaLOTUS Database
Ceratonia siliquaFooDB
Chamaemelum fuscatumLOTUS Database
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chiliadenus lopadusanusLOTUS Database
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Cistus creticusPlant
Cistus incanusLOTUS Database
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cocos nuciferaFooDB
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colocasia esculentaFooDB
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Corymbia citriodoraLOTUS Database
Crateva religiosaFooDB
Crocus sativusFooDB
Cryptomeria japonicaLOTUS Database
Cryptoporus volvatusLOTUS Database
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Curcuma manggaPlant
Curcuma pierreanaLOTUS Database
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Cyperus rotundusPlant
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Elsholtzia fruticosaLOTUS Database
Elsholtzia pilosaLOTUS Database
Empetrum nigrumFooDB
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Eucalyptus brassianaLOTUS Database
Eucalyptus bridgesianaLOTUS Database
Eucalyptus camaldulensisLOTUS Database
Eucalyptus dealbataLOTUS Database
Eucalyptus dolichorhynchaLOTUS Database
Eucalyptus globulusLOTUS Database
Eucalyptus nitensLOTUS Database
Eucalyptus pellitaLOTUS Database
Eucalyptus pulverulentaLOTUS Database
Eucalyptus sparsaLOTUS Database
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eutrema japonicumFooDB
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ficus caricaFooDB
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Ganoderma lucidumFungi
Garcinia mangostanaFooDB
Gaylussacia baccataFooDB
Geum heterocarpumLOTUS Database
Ginkgo bilobaFooDB
Glycine maxFooDB
GossypiumFooDB
Grifola frondosaFooDB
Gutierrezia sarothraeLOTUS Database
Hamamelis virginianaLOTUS Database
Hedysarum alpinumFooDB
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Helichrysum odoratissimumLOTUS Database
Hibiscus sabbariffaFooDB
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Hyssopus officinalis L.FooDB
Illicium verumFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Juniperus durangensisLOTUS Database
Kunzea salinaLOTUS Database
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lathyrus sativusFooDB
Laurus nobilis L.FooDB
Lavandula angustifoliaPlant
Lavandula latifoliaLOTUS Database
Lavandula stoechasLOTUS Database
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
Levisticum officinaleFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Malpighia emarginataFooDB
MalusFooDB
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Marjorana hortensis-
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Medicago sativaFooDB
Melaleuca leucadendra L.Plant
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mespilus germanicaFooDB
Metroxylon saguFooDB
Micromeria cristataLOTUS Database
Micromeria variaLOTUS Database
Mikania cordifoliaLOTUS Database
Momordica charantiaFooDB
MorchellaceaeFooDB
Morella rubraFooDB
Moringa oleiferaFooDB
MorusFooDB
Morus nigraFooDB
Musa acuminataFooDB
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
Myrtus communisPlant
NelumboFooDB
Nelumbo nuciferaFooDB
Neocallitropsis pancheriPlant
Nepeta racemosaLOTUS Database
Nephelium lappaceumFooDB
Nuphar luteaFooDB
Ocimum basilicumFooDB
Oenothera biennisFooDB
Olea europaeaFooDB
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Origanum majoranaFooDB
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Pachyrhizus erosusFooDB
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Passiflora edulisFooDB
Pastinaca sativaFooDB
Pediomelum esculentumFooDB
Perideridia oreganaFooDB
Persea americanaFooDB
Petasites japonicusFooDB
Petroselinum crispumFooDB
Phagnalon sordidumPlant
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Phytolacca americanaFooDB
Picea abiesLOTUS Database
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Pinus koraiensisLOTUS Database
Pinus mugo subsp. MugoPlant
Pinus sibiricaPlant
Pinus sylvestrisLOTUS Database
Piper nigrum L.Plant
Pistacia veraFooDB
Pisum sativumFooDB
Pityophthorus pityographusLOTUS Database
Pleurotus ostreatusFooDB
Polygonum alpinumFooDB
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Punica granatumFooDB
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rheum rhabarbarumFooDB
Rhodiola roseaPlant
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
RosaFooDB
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Satureja hortensis L.FooDB
Satureja montanaFooDB
Scorzonera hispanicaFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sinapis albaFooDB
SisymbriumFooDB
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Stevia rebaudianaLOTUS Database
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Tanacetum vulgareLOTUS Database
Taraxacum officinaleFooDB
Targionia hypophyllaLOTUS Database
Tetragonia tetragonioidesFooDB
Teucrium kotschyanumLOTUS Database
Teucrium poliumLOTUS Database
ThelespermaFooDB
Thymus cilicicusLOTUS Database
Thymus longicaulisLOTUS Database
Thymus pulegioidesFooDB
Thymus satureioidesLOTUS Database
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Tragopogon porrifoliusFooDB
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Typha angustifoliaFooDB
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium vitis-idaeaFooDB
Valerianella locustaFooDB
VanillaFooDB
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaFooDB
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
Vitex agnus-castusLOTUS Database
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis vinifera L.FooDB
Xanthosoma sagittifoliumFooDB
Xylopia aethiopicaPlant
Xylopia aromaticaLOTUS Database
Xylopia parvifloraPlant
Zea mays L.FooDB
Zingiber miogaLOTUS Database
Zingiber montanumPlant
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Chemical Taxonomy
DescriptionThis compound 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
  • Pinane monoterpenoid
  • Bicyclic monoterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point217.00 to 218.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility958.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.379 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP2.24ALOGPS
logP1.63ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)17.94ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.17 m³·mol⁻¹ChemAxon
Polarizability17.88 ųChemAxon
Number of Rings2ChemAxon
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 ID1013323
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID83263
Good Scents IDrw1054331
References
General References
  1. Rahimi-Nasrabadi M, Ahmadi F, Batooli H: Essential oil composition of Eucalyptus procera Dehnh. leaves from central Iran. Nat Prod Res. 2012;26(7):637-42. doi: 10.1080/14786419.2010.541875. Epub 2011 Aug 24. [PubMed:21861767 ]
  2. Santos FM, Monfort LE, Castro DM, Pinto JE, Leonardi M, Pistelli L: Characterization of essential oil and effects on growth of Verbena gratissima plants treated with homeopathic phosphorus. Nat Prod Commun. 2011 Oct;6(10):1499-504. [PubMed:22164793 ]
  3. Shimoda K, Kubota N, Hamada M, Suwada K, Hamada H, Hamada H: Regioselective hydroxylation and glucosylation of alpha- and beta-pinenes with cultured cells of Eucalyptus perriniana. Nat Prod Commun. 2013 Jul;8(7):847-9. [PubMed:23980409 ]
  4. Fenanir F, Semmeq A, Benguerba Y, Badawi M, Dziurla MA, Amira S, Laouer H: In silico investigations of some Cyperus rotundus compounds as potential anti-inflammatory inhibitors of 5-LO and LTA4H enzymes. J Biomol Struct Dyn. 2021 Aug 6:1-16. doi: 10.1080/07391102.2021.1960197. [PubMed:34355673 ]