NP-MRD: Showing NP-Card for Beta-Eudesmol (NP0045058)

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Record Information

Version

2.0

Created at

2022-03-10 18:57:15 UTC

Updated at

2022-03-10 22:18:35 UTC

NP-MRD ID

NP0045058

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Beta-Eudesmol

Description

Beta-Eudesmol, also known as beta-selinenol belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496 , 17710406 ). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Beta-eudesmol is a green and wood tasting compound that can be found in a number of food items such as common walnut, sweet basil, ginkgo nuts, burdock, and ginger (PMID: 18242187 ). Beta-eudesmol has also been identified in Cannabis sativa extracts (PMID: 6991645 , 26657499 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.1787   -1.0240   -2.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165   -0.1853   -1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    0.2877   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3142    0.9489   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.1347    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3063   -0.1513    0.5841 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1514   -1.6643    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    0.4152    1.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6798    1.2199    1.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    0.7926    0.1464 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8002    0.1813    0.4741 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6143    0.0147   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837   -1.0770    1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    1.1359    1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -0.0779   -0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570    0.3475   -0.7339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8313   -1.3976   -3.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1449   -1.3312   -2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076    1.0776   -2.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7527   -0.5011   -2.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    2.0007   -0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236    0.9732   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    0.7033    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021   -0.7887    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614   -1.9439    1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -2.0855   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0209   -2.1193    1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956    1.0724    2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075   -0.3862    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854    2.3092    1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.1973    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7041    1.7251   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7017    0.0755   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3681   -0.9101   -1.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899    0.8666   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831   -1.4825    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0940   -1.8565    0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452   -0.8014    2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7905    1.8738    0.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -1.1527   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250    0.1147   -1.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656    1.4685   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  6
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  1
  6 16  1  0
  2 16  1  0
 16 42  1  1
 15 40  1  0
 15 41  1  0
 10 32  1  6
  9 30  1  0
  9 31  1  0
  8 28  1  0
  8 29  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  5 23  1  0
  5 24  1  0
  4 21  1  0
  4 22  1  0
  3 19  1  0
  3 20  1  0
  1 17  1  0
  1 18  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
M  END


  Mrv1652309272007332D          

 17 18  0  0  0  0            999 V2000
 9999.2657 9998.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.405610000.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.119210000.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.818110001.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.993110001.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.553310001.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.265710001.0186    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.553210000.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.838710000.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8387 9999.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5532 9998.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978610000.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.264110000.1900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.2641 9999.3649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9786 9998.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6931 9999.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.693110000.1900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8  6  2  0  0  0  0
 17  2  1  6  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 13  7  1  1  0  0  0
 14  1  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0045058

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@@H](CC[C@@]1(C)CCCC2=C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1

> <INCHI_KEY>
BOPIMTNSYWYZOC-VNHYZAJKSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.555752134156428

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-decahydronaphthalen-2-yl]propan-2-ol

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
3.5317279180000005

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.317402205556792

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9103682752894587

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.3615

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-eudesmol

> <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    8665.2968663.935   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.2908667.798   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.6238667.028   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8670.0608669.134   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8668.5208669.134   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8663.9668669.342   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0    8665.2968668.568   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8663.9668667.791   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6328667.021   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.6328665.481   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.9668664.711   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8666.6278667.791   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2938667.021   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.2938665.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.6278664.711   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.9608665.481   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8667.9608667.021   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2    3    4    5   17                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    8                                                            
CONECT    7   13                                                            
CONECT    8    9    6   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   13   17                                                       
CONECT   13   12   14    8    7                                             
CONECT   14   13   15   11    1                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16    2                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Value	Source
(2R,4AR,8as)-decahydro-8-methylene-alpha,alpha,4a-trimethyl-2-naphthylmethanol	ChEBI
beta-Selinenol	ChEBI
(2R,4AR,8as)-decahydro-8-methylene-a,a,4a-trimethyl-2-naphthylmethanol	Generator
(2R,4AR,8as)-decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol	Generator
b-Selinenol	Generator
Β-selinenol	Generator
b-Eudesmol	Generator
Β-eudesmol	Generator
beta-Eudesmol, (2S-(2alpha,4aalpha,8abeta))-isomer	MeSH
Eudesm-4(14)-en-11-ol	PhytoBank
(+)-beta-Eudesmol	PhytoBank
(+)-β-Eudesmol	PhytoBank
beta-Eudesmol	PhytoBank

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3663 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-decahydronaphthalen-2-yl]propan-2-ol

Traditional Name

β-eudesmol

CAS Registry Number

473-15-4

SMILES

[H][C@@]12C[C@@H](CC[C@@]1(C)CCCC2=C)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1

InChI Key

BOPIMTNSYWYZOC-VNHYZAJKSA-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 firma	LOTUS Database	35616633
Abies sachalinensis	LOTUS Database	35616633
Abies sibirica	LOTUS Database	35616633
Achillea ageratum	LOTUS Database	35616633
Alpinia japonica	LOTUS Database	35616633
Alpinia zerumbet	LOTUS Database	35616633
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Angelica archangelica	LOTUS Database	35616633
Apium graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia arborescens	LOTUS Database	35616633
Artemisia campestris	LOTUS Database	35616633
Atalantia guillauminii	Plant	KNApSAcK
Atractylodes japonica	LOTUS Database	35616633
Atractylodes lancea	Plant	KNApSAcK
Baccharis aliena	LOTUS Database	35616633
Baccharis sagittalis	LOTUS Database	35616633
Baccharis salicina	LOTUS Database	35616633
Balsamorhiza sagittata	LOTUS Database	35616633
Beltrania rhombica	LOTUS Database	35616633
Blumea arfakiana	LOTUS Database	35616633
Boltonia asteroides	LOTUS Database	35616633
Bothriochloa bladhii	LOTUS Database	35616633
Calendula arvensis	LOTUS Database	35616633
Callitris columellaris	LOTUS Database	35616633
Callitris glaucophylla	Plant	KNApSAcK
Cannabis inflorescences	Plant	KNApSAcK
Cannabis sativa	NULL	Not Available
Carissa edulis	LOTUS Database	35616633
Centaurea armena	Plant	KNApSAcK
Centaurea scoparia	LOTUS Database	35616633
Centaurea sessilis	Plant	KNApSAcK
Chamomilla recutina	Plant	KNApSAcK
Cinnamomum camphora	Plant	KNApSAcK
Cistus creticus	Plant	KNApSAcK
Cistus incanus	LOTUS Database	35616633
Cordia trichotoma	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Curcuma kwangsiensis	Plant	KNApSAcK
Curcuma longa	Plant	KNApSAcK
Curcuma phaeocaulis	Plant	KNApSAcK
Curcuma picta	LOTUS Database	35616633
Curcuma pierreana	LOTUS Database	35616633
Curcuma wenyujin	Plant	KNApSAcK
Curcuma zedoaria	Plant	KNApSAcK
Cymbopogon citratus	LOTUS Database	35616633
Cymbopogon flexuosus	LOTUS Database	35616633
Dioscorea japonica	LOTUS Database	35616633
Dolichorrhiza persica	LOTUS Database	35616633
Elsholtzia fruticosa	LOTUS Database	35616633
Eremophila cuneifolia	LOTUS Database	35616633
Eremophila dalyana	LOTUS Database	35616633
Eremophila flaccida	LOTUS Database	35616633
Erigeron canadensis	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Eucalyptus amplifolia	LOTUS Database	35616633
Eucalyptus angulosa	LOTUS Database	35616633
Eucalyptus apodophylla	LOTUS Database	35616633
Eucalyptus brassiana	LOTUS Database	35616633
Eucalyptus bridgesiana	LOTUS Database	35616633
Eucalyptus delegatensis	LOTUS Database	35616633
Eucalyptus fasciculosa	LOTUS Database	35616633
Eucalyptus globulus	Plant	KNApSAcK
Eucalyptus gunnii	Plant	KNApSAcK
Eucalyptus macathurii	Plant	KNApSAcK
Eucalyptus mitchelliana	LOTUS Database	35616633
Eucalyptus nova-anglica	LOTUS Database	35616633
Eucalyptus pulverulenta	LOTUS Database	35616633
Eucalyptus spp.	Plant	KNApSAcK
Eucalyptus stenostoma	LOTUS Database	35616633
Flourensia cernua	LOTUS Database	35616633
Ginkgo biloba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Guatteria friesiana	Plant	KNApSAcK
Hedycarya angustifolia	LOTUS Database	35616633
Hedychium spicatum	LOTUS Database	35616633
Hexalobus monopetalus	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hyssopus officinalis L.	LOTUS Database	35616633
Ichthyothere terminalis	LOTUS Database	35616633
Illicium simonsii	LOTUS Database	35616633
Iphiona scabra	LOTUS Database	35616633
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juniperus comitana	LOTUS Database	35616633
Juniperus monticola	LOTUS Database	35616633
Juniperus taxifolia	LOTUS Database	35616633
Laggera alata var.alata	Plant	KNApSAcK
Laurus nobilis	LOTUS Database	35616633
Laurus nobilis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lepechinia chamaedryoides	LOTUS Database	35616633
Leptospermum scoparium	Plant	KNApSAcK
Lessingia glandulifera	LOTUS Database	35616633
Machaeranthera tanacetifolia	LOTUS Database	35616633
Magnolia obovata	LOTUS Database	35616633
Magnolia odora	LOTUS Database	35616633
Magnolia officinalis	LOTUS Database	35616633
Mandragora autumnalis	Plant	KNApSAcK
Mentha aquatica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mentha arvensis	Plant	KNApSAcK
Microbiota decussata	LOTUS Database	35616633
Microglossa pyrifolia	LOTUS Database	35616633
Micromeria sinaica	LOTUS Database	35616633
Monocyclanthus vignei	LOTUS Database	35616633
Murraya exotica	Plant	KNApSAcK
Murraya paniculata	Plant	KNApSAcK
Myrtus communis	LOTUS Database	35616633
Ocimum basilicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Olearia phlogopappa	LOTUS Database	35616633
Origanum sipyleum	LOTUS Database	35616633
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Osbornia octodonta	LOTUS Database	35616633
Osteospermum muricatum	LOTUS Database	35616633
Panax ginseng	LOTUS Database	35616633
Parthenium argentatum	LOTUS Database	35616633
Pelargonium quercifolium	LOTUS Database	35616633
Pelargonium vitifolium	LOTUS Database	35616633
Petasites albus	Plant	KNApSAcK
Petasites hybridus	Plant	KNApSAcK
Piper lhotzkyanum	Plant	KNApSAcK
Piper marginatum	LOTUS Database	35616633
Piper nigrum L.	Plant	KNApSAcK
Piper sylvestre	LOTUS Database	35616633
Pittosporum balfourii	LOTUS Database	35616633
Protium heptaphyllum	LOTUS Database	35616633
Pseudotsuga japonica	LOTUS Database	35616633
Psiadia altissima	LOTUS Database	35616633
Psidium guajava	Plant	KNApSAcK
Psidium salutare	LOTUS Database	35616633
Pterocarpus marsupium	LOTUS Database	35616633
Pterocarpus santalinus	LOTUS Database	35616633
Pycnocycla spinosa	LOTUS Database	35616633
Rhanterium epapposum	LOTUS Database	35616633
Rhododendron lutescens	LOTUS Database	35616633
Rhododendron mucronulatum	LOTUS Database	35616633
Rhynchosia minima	Plant	KNApSAcK
Salvia absconditiflora	LOTUS Database	35616633
Salvia caespitosa	LOTUS Database	35616633
Salvia cinnabarina	LOTUS Database	35616633
Salvia mirzayanii	LOTUS Database	35616633
Salvia sclarea	LOTUS Database	35616633
Santolina chamaecyparissus	LOTUS Database	35616633
Santolina rosmarinifolia	LOTUS Database	35616633
Schinus molle	LOTUS Database	35616633
Scutellaria baicalensis	LOTUS Database	35616633
Sequoiadendron giganteum	LOTUS Database	35616633
Solanum melongena	LOTUS Database	35616633
Squamopappus skutchii	LOTUS Database	35616633
Tabernaemontana catharinensis	Plant	KNApSAcK
Tagetes minuta	LOTUS Database	35616633
Tanacetum macrophyllum	Plant	KNApSAcK
Tessaria fastigiata	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Thuja occidentalis	LOTUS Database	35616633
Thulinella chrysantha	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633
Thymus zygioides	LOTUS Database	35616633
Trachyspermum anethifolium	LOTUS Database	35616633
Trichilia claussenii	LOTUS Database	35616633
Valeriana officinalis	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Wettsteinia inversa	LOTUS Database	35616633
Widdringtonia whytei	LOTUS Database	35616633
Xenophyllum poposum	LOTUS Database	35616633
Xylopia aethiopica	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 eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

tertiary alcohol (CHEBI:10417 )
carbobicyclic compound (CHEBI:10417 )
eudesmane sesquiterpenoid (CHEBI:10417 )
Eudesmanes (C09664 )

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	4.21	ALOGPS
logP	3.53	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	19.32	ChemAxon
pKa (Strongest Basic)	-0.91	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	68.36 m³·mol⁻¹	ChemAxon
Polarizability	27.56 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

FDB003839

KNApSAcK ID

C00000164

Chemspider ID

Not Available

KEGG Compound ID

C09664

BioCyc ID

CPD-11432

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91457

PDB ID

Not Available

ChEBI ID

10417

Good Scents ID

Not Available

References

General References

Yu F, Harada H, Yamasaki K, Okamoto S, Hirase S, Tanaka Y, Misawa N, Utsumi R: Isolation and functional characterization of a beta-eudesmol synthase, a new sesquiterpene synthase from Zingiber zerumbet Smith. FEBS Lett. 2008 Mar 5;582(5):565-72. doi: 10.1016/j.febslet.2008.01.020. Epub 2008 Jan 31. [PubMed:18242187 ]

Showing NP-Card for Beta-Eudesmol (NP0045058)

MOL for NP0045058 (Beta-Eudesmol)

3D MOL for NP0045058 (Beta-Eudesmol)

3D SDF for NP0045058 (Beta-Eudesmol)

3D-SDF for NP0045058 (Beta-Eudesmol)

PDB for NP0045058 (Beta-Eudesmol)

3D PDB for NP0045058 (Beta-Eudesmol)

SMILES for NP0045058 (Beta-Eudesmol)

INCHI for NP0045058 (Beta-Eudesmol)

Structure for NP0045058 (Beta-Eudesmol)

3D Structure for NP0045058 (Beta-Eudesmol)