NP-MRD: Showing NP-Card for Guaiol (NP0044872)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-10 18:36:58 UTC

Updated at

2022-03-10 22:21:01 UTC

NP-MRD ID

NP0044872

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Guaiol

Description

Guaiol belongs to the class of organic compounds known as sesquiterpenoids. These 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 (PMID: 17467679 ). 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. Guaiol is an essentially neutral compound with low solubility in water but soluble in alcohol. Guaiol is found in several plants, especially in the oil of guaiacum and cypress pine. Guaiol is one of many terpenes found in Cannabis and it has been associated with decreased anxiolytic activity (PMID: 30405331 ). (-)-Guaiol, a sesquiterpene alcohol with the guaiane skeleton, has been found in many Chinese medicinal plants and been reported to comprise various guaiane natural products that are well known for their antibacterial activities. (-)-Guaiol has anti-cancer properties inhibiting the proliferation of non small cell lung cancer (NSCLC) cells (PMID:29611762 ) And inducing autophagy ( PMID: 27566579 ), By specifically targeting mTOR signaling pathways, including both mTORC1 and mTORC2 signaling, possibly providing a better therapeutic substitution for rapamycin in the treatment of NSCLC patients. It has anti-leishmanial activity (PMID: 29352826 ) And is an insecticide that inhibits aphids ( PMID: 24354171 )

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.3749   -2.7587    0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122   -1.8066    0.5557 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1278   -2.0679   -0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -1.5438    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3764   -0.0747   -0.2235 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8119    0.2824    0.1002 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0799    1.7517   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8019   -0.5704   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9897    0.0016    1.4711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5195    0.7828    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    0.6674    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6888   -0.4041    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -0.0013    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518    1.4122    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7486    1.8981    0.1280 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7924    2.2094   -1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169   -2.7592   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0342   -3.7841    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160   -2.4622    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -1.9427    1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273   -3.1755   -0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3949   -1.6186   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9941   -2.0736   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -1.7854    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1206    0.1392   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101    2.3023    0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    1.8568   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    2.2027   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408   -0.7232   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772   -0.0158   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9986   -1.5185   -0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7617    0.8337    1.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    1.8048    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.4396    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2179    0.0688   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316   -0.6645    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311    1.3860    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    2.0146    0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    2.7620    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522    1.9171   -1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575    1.7008   -1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046    3.3168   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  1
 11 15  1  0
  2 12  1  0
 15 39  1  1
 16 40  1  0
 16 41  1  0
 16 42  1  0
 14 37  1  0
 14 38  1  0
 13 35  1  0
 13 36  1  0
 10 33  1  0
 10 34  1  0
  5 25  1  6
  4 23  1  0
  4 24  1  0
  3 21  1  0
  3 22  1  0
  2 20  1  1
  1 17  1  0
  1 18  1  0
  1 19  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
M  END


  Mrv1652307312018372D          

 19 20  0  0  1  0            999 V2000
    2.2027    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    3.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0600    3.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    1.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    0.8742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9566    2.4686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1906    2.5444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7413    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    2.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500    2.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6076    0.6018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5400    3.0519    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0104    2.4520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  1  1  6  0  0  0
 10  5  1  0  0  0  0
 11  2  1  6  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 12 15  1  1  0  0  0
 16 15  1  0  0  0  0
 10 17  1  1  0  0  0
 11 18  1  1  0  0  0
 12 19  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0044872

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(C)CCC2=C1C[C@]([H])(CC[C@]2([H])C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3/t10-,11-,12-/m0/s1

> <INCHI_KEY>
TWVJWDMOZJXUID-SRVKXCTJSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.665960523779365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3S,5S,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.417108399333333

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.369380173649528

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8876331120456963

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.2409

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3S,5S,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 31-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-JUL-20         0                                  
HETATM    1  C   UNK     0       4.112   0.130   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.310   6.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.876   7.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.712   6.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.956   1.975   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.881   3.362   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.624   3.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.786   2.116   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.454   5.092   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.454   1.632   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.786   4.608   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.956   4.750   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.250   2.592   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.250   4.132   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.916   5.954   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.120   4.993   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       3.001   1.123   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.875   5.697   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       7.486   4.577   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    7   10                                                       
CONECT    6    8   11                                                       
CONECT    7    5   12                                                       
CONECT    8    6   13                                                       
CONECT    9   12   14                                                       
CONECT   10    1    5   13   17                                             
CONECT   11    2    6   14   18                                             
CONECT   12    7    9   15   19                                             
CONECT   13    8   10   14                                                  
CONECT   14    9   11   13                                                  
CONECT   15    3    4   12   16                                             
CONECT   16   15                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3720 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

2-[(3S,5S,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol

Traditional Name

2-[(3S,5S,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol

CAS Registry Number

489-86-1

SMILES

[H][C@]1(C)CCC2=C1C[C@]([H])(CC[C@]2([H])C)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3/t10-,11-,12-/m0/s1

InChI Key

TWVJWDMOZJXUID-SRVKXCTJSA-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
Ageratina adenophora	Plant	KNApSAcK
Alphinia galanga	-	KNApSAcK
Alpinia zerumbet	LOTUS Database	35616633
Aristolochia asclepiadifolia	LOTUS Database	35616633
Atalantia guillauminii	Plant	KNApSAcK
Bupleurum gibraltaricum	LOTUS Database	35616633
Callitris glaucophylla	Plant	KNApSAcK
Callitris intratropica	LOTUS Database	35616633
Callitris neocaledonica	Plant	KNApSAcK
Cannabis inflorescences	Plant	KNApSAcK
Cannabis sativa	NULL	Not Available
Cantinoa mutabilis	LOTUS Database	35616633
Cistus creticus	Plant	KNApSAcK
Cordia trichotoma	LOTUS Database	35616633
Corymbia maculata	LOTUS Database	35616633
Croton hemiargyreus	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Ferula feruloides	LOTUS Database	35616633
Fortunella margarita	Plant	KNApSAcK
Guaiacum officinale	Plant	KNApSAcK
Helichrysum italicum	LOTUS Database	35616633
Helietta apiculata	LOTUS Database	35616633
Hyptis glomerata	LOTUS Database	35616633
Juglans regia	LOTUS Database	35616633
Lepechinia floribunda	LOTUS Database	35616633
Melaleuca leucadendra L.	Plant	KNApSAcK
Mentha arvensis	Plant	KNApSAcK
Michelia champaca	Plant	KNApSAcK
Neocallitropsis pancheri	Plant	KNApSAcK
Petasites albus	Plant	KNApSAcK
Petasites hybridus	Plant	KNApSAcK
Philotheca fitzgeraldii	LOTUS Database	35616633
Pinus halepensis	Plant	KNApSAcK
Piper lhotzkyanum	Plant	KNApSAcK
Populus alba	LOTUS Database	35616633
Tetradenia riparia	LOTUS Database	35616633
Thapsia villosa	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633
Tipuana tipu	Plant	KNApSAcK
Toona ciliata	LOTUS Database	35616633
Turnera diffusa	Plant	KNApSAcK
Valeriana jatamansi	Plant	KNApSAcK
Valeriana officinalis	Plant	KNApSAcK
Xylopia rubescens	Plant	KNApSAcK
Xylopia sericea	Plant	KNApSAcK
Zingiber officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

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
Tertiary 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	4.48	ALOGPS
logP	3.42	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	19.37	ChemAxon
pKa (Strongest Basic)	-0.89	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	69.24 m³·mol⁻¹	ChemAxon
Polarizability	27.67 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

92245464

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang X, Zhu J, Wu J, Huang N, Cui Z, Luo Y, Sun F, Pan Q, Li Y, Yang Q: (-)-Guaiol regulates autophagic cell death depending on mTOR signaling in NSCLC. Cancer Biol Ther. 2018 Aug 3;19(8):706-714. doi: 10.1080/15384047.2018.1451277. Epub 2018 Apr 19. [PubMed:29611762 ]
Yang Q, Wu J, Luo Y, Huang N, Zhen N, Zhou Y, Sun F, Li Z, Pan Q, Li Y: (-)-Guaiol regulates RAD51 stability via autophagy to induce cell apoptosis in non-small cell lung cancer. Oncotarget. 2016 Sep 20;7(38):62585-62597. doi: 10.18632/oncotarget.11540. [PubMed:27566579 ]
Garcia MCF, Soares DC, Santana RC, Saraiva EM, Siani AC, Ramos MFS, Danelli MDGM, Souto-Padron TC, Pinto-da-Silva LH: The in vitro antileishmanial activity of essential oil from Aloysia gratissima and guaiol, its major sesquiterpene against Leishmania amazonensis. Parasitology. 2018 Aug;145(9):1219-1227. doi: 10.1017/S0031182017002335. Epub 2018 Jan 21. [PubMed:29352826 ]
Liu T, Wang CJ, Xie HQ, Mu Q: Guaiol--a naturally occurring insecticidal sesquiterpene. Nat Prod Commun. 2013 Oct;8(10):1353-4. [PubMed:24354171 ]

Showing NP-Card for Guaiol (NP0044872)

MOL for NP0044872 (Guaiol)

3D MOL for NP0044872 (Guaiol)

3D SDF for NP0044872 (Guaiol)

3D-SDF for NP0044872 (Guaiol)

PDB for NP0044872 (Guaiol)

3D PDB for NP0044872 (Guaiol)

SMILES for NP0044872 (Guaiol)

INCHI for NP0044872 (Guaiol)

Structure for NP0044872 (Guaiol)

3D Structure for NP0044872 (Guaiol)