NP-MRD: Showing NP-Card for α-cadinol (NP0264057)

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Record Information

Version

1.0

Created at

2022-09-08 07:27:37 UTC

Updated at

2022-09-08 07:27:37 UTC

NP-MRD ID

NP0264057

Secondary Accession Numbers

None

Natural Product Identification

Common Name

α-cadinol

Description

Cedrelanol, also known as epi-alpha-cadinol or 10-epicadinol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Cedrelanol is an extremely weak basic (essentially neutral) compound (based on its pKa). Cedrelanol is a balsam, earthy, and odorless tasting compound. Outside of the human body, Cedrelanol is found, on average, in the highest concentration within a few different foods, such as hyssops, lemon balms, and sweet basils. Cedrelanol has also been detected, but not quantified in, fruits. This could make cedrelanol a potential biomarker for the consumption of these foods. α-cadinol is found in Achillea millefolium, Aloysia triphylla, Annona squamosa, Artemisia alba, Artemisia capillaris, Asteriscus intermedius, Asteriscus sericeus, Austrobaileya scandens, Baccharis dracunculifolia, Baccharis linearifolia, Baccharis sessiliflora, Bouchardatia neurococca, Brucea javanica, Callilepis laureola, Calypogeia muelleriana, Cedrela salvadorensis, Carapichea ipecacuanha, Chamaecyparis lawsoniana, Chamaecyparis obtusa, Cinnamomum sieboldii, Cleistopholis patens, Commiphora guidottii, Commiphora kua, Commiphora myrrha, Commiphora sphaerocarpa, Croton ovalifolius, Cryptomeria japonica, Cunninghamia lanceolata, Ekimia bornmuelleri, Entandrophragma cylindricum, Epaltes gariepina, Geigeria brevifolia, Grindelia hirsutula, Halocarpus bidwillii, Hedychium coronarium, Hedychium spicatum, Humulus lupulus, Mesosphaerum suaveolens, Hyssopus officinalis, Juniperus cedrus, Lavandula angustifolia, Leontopodium alpinum, Lepechinia chamaedryoides, Lepechinia floribunda, Leplaea cedrata, Liatris microcephala, Liquidambar styraciflua, Magnolia kachirachirai, Matricaria chamomilla, Matricaria discoidea, Melissa officinalis, Micromeria biflora, Monocyclanthus vignei, Nepeta racemosa, Ocimum basilicum, Pallenis spinosa, Pelargonium endlicherianum, Pelargonium vitifolium, Persea americana, Pimenta dioica, Pinus sylvestris, Piper aduncum, Piper cernuum, Piper obliquum, Platostoma africanum, Psidium guajava, Psidium salutare, Pulicaria paludosa, Salvia dorisiana, Santolina chamaecyparissus, Sanvitalia ocymoides, Satureja cuneifolia, Schinus molle, Sideritis montana, Solanum tuberosum, Solidago canadensis, Spondias mombin, Swartzia polyphylla, Tagetes lucida, Taiwania cryptomerioides, Teucrium oxylepis, Teucrium polium, Teucrium sandrasicum, Uvaria chamae, Vitex agnus-castus, Vitex negundo, Xylopia aethiopica and Zanthoxylum nitidum. It was first documented in 2008 (PMID: 18649320). A cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10 (PMID: 19308653) (PMID: 19731606) (PMID: 20334154) (PMID: 20432153).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.9352    2.8000    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1804    1.5650    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    1.5367    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570    0.2844   -0.2042 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2682    0.3113    0.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1589    1.1333   -0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8337    2.5630   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    1.0134   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9429   -1.0114    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022   -2.1690    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452   -2.1389    0.0135 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0599   -3.3442    0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -2.1170   -1.3729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8968   -0.8412    0.4447 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3454   -0.9130    0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    0.3782   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495    3.2210    1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078    2.5884    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7824    3.6099   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684    2.4112    0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070    0.1325   -1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.8177    1.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950    0.6805   -1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927    3.0883    0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864    3.0386   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9347    2.8210   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769    1.0472    0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0609    0.0852   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2091    1.8662   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5455   -1.2717   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.9047    1.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -2.2496    1.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -3.1044    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235   -4.2305    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097   -3.2184    1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -3.6079   -0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -3.0356   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -0.7674    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9113   -1.1847    0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5234   -1.7236   -0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535    0.3572   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9724    0.4827   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 16  1  0
 16 15  1  0
 15 14  1  0
 14 11  1  0
 11 12  1  0
 11 13  1  6
 11 10  1  0
 10  9  1  0
  9  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
 14  4  1  0
  5  4  1  0
  4 21  1  6
  3 20  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
 16 41  1  0
 16 42  1  0
 15 39  1  0
 15 40  1  0
 14 38  1  1
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 10 32  1  0
 10 33  1  0
  9 30  1  0
  9 31  1  0
  5 22  1  1
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
M  END


  Mrv1652309272007342D          

 18 19  0  0  0  0            999 V2000
 9998.915410001.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200910001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.630010001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.769010000.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627910000.9666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.914810000.5494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.200310000.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629310000.1369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.340410000.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3404 9998.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0549 9999.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.054910000.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.5982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1995 9999.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6301 9999.3120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.3977 9998.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4416 9998.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9147 9998.8991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  4  1  0  0  0  0
  6  1  1  1  0  0  0
  9  8  1  0  0  0  0
  8  5  1  1  0  0  0
 15 13  1  6  0  0  0
 18 17  1  6  0  0  0
 14 18  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  1  0  0  0
  7 14  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0264057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15-/m0/s1

> <INCHI_KEY>
LHYHMMRYTDARSZ-XQLPTFJDSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.894833586774684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.538719954

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5880059181230378

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.43049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,4aR,8aR)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.6428669.245   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3088670.015   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.9768670.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8669.9698667.697   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0    8665.9728668.471   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8664.6418667.692   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.3078666.922   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.9758666.922   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8667.3028667.692   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3028664.612   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.6368665.382   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6368666.922   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0    8665.9748664.050   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0    8663.3068665.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.9768665.382   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8663.6768663.408   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8665.6248663.427   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6418664.612   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   12                                                            
CONECT    5    8                                                            
CONECT    6    7    8    1                                                  
CONECT    7    6   14                                                       
CONECT    8    6    9    5   15                                             
CONECT    9   12    8                                                       
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12    9   11    4                                                  
CONECT   13   15                                                            
CONECT   14   18    7                                                       
CONECT   15   13   18    8   10                                             
CONECT   16   18                                                            
CONECT   17   18                                                            
CONECT   18   17   14   15   16                                             
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Value	Source
Epi-alpha-cadinol	ChEBI
Epi-a-cadinol	Generator
Epi-α-cadinol	Generator
10-Epi-alpha-cadinol	HMDB
10-Epicadinol	HMDB
10BetaH-cadin-4-en-10-ol (8ci)	HMDB
Epi-cadinol	HMDB
Cedrelanol	ChEBI
T-Cadinol	MeSH
T Cadinol	MeSH
10betaH-Cadin-4-en-10-ol	PhytoBank
10βH-Cadin-4-en-10-ol	PhytoBank
10-epi-α-Cadinol	PhytoBank
tau-Cadinol	PhytoBank

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3663 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

(1S,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

Traditional Name

(1S,4S,4aR,8aR)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C

InChI Identifier

InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15-/m0/s1

InChI Key

LHYHMMRYTDARSZ-XQLPTFJDSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Achillea millefolium	LOTUS Database	35616633
Aloysia triphylla	LOTUS Database	35616633
Annona squamosa	LOTUS Database	35616633
Artemisia alba	LOTUS Database	35616633
Artemisia capillaris	LOTUS Database	35616633
Asteriscus intermedius	LOTUS Database	35616633
Asteriscus sericeus	LOTUS Database	35616633
Austrobaileya scandens	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Baccharis linearifolia	LOTUS Database	35616633
Baccharis sessiliflora	LOTUS Database	35616633
Bouchardatia neurococca	LOTUS Database	35616633
Brucea javanica	LOTUS Database	35616633
Callilepis laureola	LOTUS Database	35616633
Calypogeia muelleriana	LOTUS Database	35616633
Cedrela salvadorensis	LOTUS Database	35616633
Cephaelis ipecacuanha	LOTUS Database	35616633
Chamaecyparis lawsoniana	LOTUS Database	35616633
Chamaecyparis obtusa	LOTUS Database	35616633
Cinnamomum sieboldii	LOTUS Database	35616633
Cleistopholis patens	LOTUS Database	35616633
Commiphora guidottii	LOTUS Database	35616633
Commiphora kua	LOTUS Database	35616633
Commiphora myrrha	LOTUS Database	35616633
Commiphora sphaerocarpa	LOTUS Database	35616633
Croton ovalifolius	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cunninghamia lanceolata	LOTUS Database	35616633
Ekimia bornmuelleri	LOTUS Database	35616633
Entandrophragma cylindricum	LOTUS Database	35616633
Epaltes gariepina	LOTUS Database	35616633
Geigeria brevifolia	LOTUS Database	35616633
Grindelia hirsutula	LOTUS Database	35616633
Halocarpus bidwillii	LOTUS Database	35616633
Hedychium coronarium	LOTUS Database	35616633
Hedychium spicatum	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hyptis suaveolens	LOTUS Database	35616633
Hyssopus officinalis L.	LOTUS Database	35616633
Juniperus cedrus	LOTUS Database	35616633
Lavandula angustifolia	LOTUS Database	35616633
Leontopodium alpinum	LOTUS Database	35616633
Lepechinia chamaedryoides	LOTUS Database	35616633
Lepechinia floribunda	LOTUS Database	35616633
Leplaea cedrata	LOTUS Database	35616633
Liatris microcephala	LOTUS Database	35616633
Liquidambar styraciflua	LOTUS Database	35616633
Magnolia kachirachirai	LOTUS Database	35616633
Matricaria chamomilla	LOTUS Database	35616633
Matricaria discoidea	LOTUS Database	35616633
Melissa officinalis	LOTUS Database	35616633
Micromeria biflora	LOTUS Database	35616633
Monocyclanthus vignei	LOTUS Database	35616633
Nepeta racemosa	LOTUS Database	35616633
Ocimum basilicum	LOTUS Database	35616633
Pallenis spinosa	LOTUS Database	35616633
Pelargonium endlicherianum	LOTUS Database	35616633
Pelargonium vitifolium	LOTUS Database	35616633
Persea americana	LOTUS Database	35616633
Pimenta dioica	LOTUS Database	35616633
Pinus sylvestris	LOTUS Database	35616633
Piper aduncum	LOTUS Database	35616633
Piper cernuum	LOTUS Database	35616633
Piper obliquum	LOTUS Database	35616633
Platostoma africanum	LOTUS Database	35616633
Psidium guajava	LOTUS Database	35616633
Psidium salutare	LOTUS Database	35616633
Pulicaria paludosa	LOTUS Database	35616633
Salvia dorisiana	LOTUS Database	35616633
Santolina chamaecyparissus	LOTUS Database	35616633
Sanvitalia ocymoides	LOTUS Database	35616633
Satureja cuneifolia	LOTUS Database	35616633
Schinus molle	LOTUS Database	35616633
Sideritis montana	LOTUS Database	35616633
Solanum tuberosum	LOTUS Database	35616633
Solidago canadensis	LOTUS Database	35616633
Spondias mombin	LOTUS Database	35616633
Swartzia polyphylla	LOTUS Database	35616633
Tagetes lucida	LOTUS Database	35616633
Taiwania cryptomerioides	LOTUS Database	35616633
Teucrium oxylepis	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Teucrium sandrasicum	LOTUS Database	35616633
Uvaria chamae	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Xylopia aethiopica	LOTUS Database	35616633
Zanthoxylum nitidum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Cadinane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	3.52	ALOGPS
logP	3.54	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-0.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.43 m³·mol⁻¹	ChemAxon
Polarizability	27.89 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

HMDB0036646

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015571

KNApSAcK ID

C00020066

Chemspider ID

141284

KEGG Compound ID

Not Available

BioCyc ID

CPD-20138

BiGG ID

Not Available

Wikipedia Link

Delta-Cadinol

METLIN ID

Not Available

PubChem Compound

160799

PDB ID

Not Available

ChEBI ID

138042

Good Scents ID

Not Available

References

General References

Cole RA, Haber WA, Lawton RO, Setzer WN: Leaf essential oil composition of three species of Myrcianthes from Monteverde, Costa Rica. Chem Biodivers. 2008 Jul;5(7):1327-34. doi: 10.1002/cbdv.200890120. [PubMed:18649320 ]
Magina MD, Dalmarco EM, Wisniewski A Jr, Simionatto EL, Dalmarco JB, Pizzolatti MG, Brighente IM: Chemical composition and antibacterial activity of essential oils of Eugenia species. J Nat Med. 2009 Jul;63(3):345-50. doi: 10.1007/s11418-009-0329-5. Epub 2009 Mar 24. [PubMed:19308653 ]
Lara J, Rojas LB, Usubillaga A, Carmona J: Volatile constituents of the leaves of Munnozia senecionidis from the Venezuelan Andes. Nat Prod Commun. 2009 Jul;4(7):981-2. [PubMed:19731606 ]
Ho CL, Hsu KP, Wang EI, Lin CY, Su YC: Composition and anti-wood-decay fungal activities of the leaf essential oil of Machilus philippinensis from Taiwan. Nat Prod Commun. 2010 Feb;5(2):337-40. [PubMed:20334154 ]
Lazarevic J, Radulovic N, Zlatkovic B, Palic R: Composition of Achillea distans Willd. subsp. distans root essential oil. Nat Prod Res. 2010 May;24(8):718-31. doi: 10.1080/14786410802617292. [PubMed:20432153 ]
LOTUS database [Link]

Showing NP-Card for α-cadinol (NP0264057)

MOL for NP0264057 (α-cadinol)

3D MOL for NP0264057 (α-cadinol)

3D SDF for NP0264057 (α-cadinol)

3D-SDF for NP0264057 (α-cadinol)

PDB for NP0264057 (α-cadinol)

3D PDB for NP0264057 (α-cadinol)

SMILES for NP0264057 (α-cadinol)

INCHI for NP0264057 (α-cadinol)

Structure for NP0264057 (α-cadinol)

3D Structure for NP0264057 (α-cadinol)