NP-MRD: Showing NP-Card for plaunotol (NP0253504)

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Record Information

Version

2.0

Created at

2022-09-07 17:23:30 UTC

Updated at

2022-09-07 17:23:30 UTC

NP-MRD ID

NP0253504

Secondary Accession Numbers

None

Natural Product Identification

Common Name

plaunotol

Description

Plaunotol is also known as kelnac. A diterpenoid that is geranylgeraniol carrying an additional hydroxy substituent at position 18. plaunotol is found in Croton stellatopilosus and Croton sublyratus. plaunotol was first documented in 2000 (PMID: 10817427). Plaunotol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 10824880) (PMID: 12096020) (PMID: 17827146) (PMID: 18805546) (PMID: 21279879) (PMID: 21661449).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 56 55  0  0  0  0  0  0  0  0999 V2000
    6.1725   -0.5027    1.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0212   -0.0693    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4795   -0.2954    0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    0.5155   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    0.7366   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    0.0063   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0085    0.1633   -1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085   -0.4985   -2.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2658    0.8696   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    1.0127   -0.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.4860    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546    0.6555   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -0.3964   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -0.4728   -0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2890   -1.0297    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7563   -1.1492    0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4310   -1.9954   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5179   -0.4811    1.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0160   -0.5501    1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5621    0.7122    1.5327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9591    2.0274   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2843    2.2074   -0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6814    0.4305    2.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7285   -1.0182    2.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3243   -1.1530    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8047   -0.5524    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9791    0.6614    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8040   -1.0651    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0963    0.8450   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894    1.8440   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5243    0.4758    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270    0.5008   -2.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7954   -1.0476   -1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -1.1454   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087   -1.1961   -3.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8972    0.2662   -3.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799    1.3504    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4176    0.5635   -1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6100    2.1231   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427   -0.5906    0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    1.0376    1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7120   -1.3725    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8072   -1.3417   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941    0.3351   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0317   -0.4506    1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -2.0428    1.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8645   -2.8885    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6587   -2.2818   -0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1647   -1.3686   -0.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0772    0.1498    2.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3840   -1.3097    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3316   -0.8694    2.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3899    1.0644    0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    2.5608    0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3280    2.5722   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7052    2.9615    0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 20  1  0
 18 16  2  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 21  1  0
 21 22  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 15 45  1  0
 15 46  1  0
 14 43  1  0
 14 44  1  0
 13 42  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 11 40  1  0
 11 41  1  0
 10 38  1  0
 10 39  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  6 32  1  0
  6 33  1  0
  5 30  1  0
  5 31  1  0
  4 29  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
M  END

  Mrv1652310101702162D          

 25 24  0  0  0  0            999 V2000
   -7.8375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 15 14  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  8  2  0  0  0  0
 18  3  1  0  0  0  0
 18  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19  4  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  2  0  0  0  0
 20 12  1  0  0  0  0
 20 13  2  0  0  0  0
 20 16  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 10  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253504

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CO)=C(\C)CC\C([H])=C(/CO)CC\C([H])=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O2/c1-17(2)8-5-9-18(3)10-6-12-20(16-22)13-7-11-19(4)14-15-21/h8,10,13-14,21-22H,5-7,9,11-12,15-16H2,1-4H3/b18-10+,19-14+,20-13-

> <INCHI_KEY>
SUWYPNNPLSRNPS-UNTSEYQFSA-N

> <FORMULA>
C20H34O2

> <MOLECULAR_WEIGHT>
306.49

> <EXACT_MASS>
306.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.88736791706837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,6E)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-6-methylocta-2,6-diene-1,8-diol

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.541040689333333

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.951558509212138

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.330024218723572

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9451883080706107

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
100.56199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
plaunotol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-17         0                                  
HETATM    1  C   UNK     0     -14.630  -9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.630  -6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.010  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.550  -6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.320  -8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.010  -6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.860  -8.002   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.240  -5.335   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.620  -0.000   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      -6.930  -6.668   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.310  -4.001   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5    8    9                                                       
CONECT    6   10   12                                                       
CONECT    7   11   13                                                       
CONECT    8    5   17                                                       
CONECT    9    5   18                                                       
CONECT   10    6   18   23                                                  
CONECT   11    7   19                                                       
CONECT   12    6   20                                                       
CONECT   13    7   20   24                                                  
CONECT   14   15   19   25                                                  
CONECT   15   14   21                                                       
CONECT   16   20   22                                                       
CONECT   17    1    2    8                                                  
CONECT   18    3    9   10                                                  
CONECT   19    4   11   14                                                  
CONECT   20   12   13   16                                                  
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   10                                                            
CONECT   24   13                                                            
CONECT   25   14                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Value	Source
(e,Z,e)-7-Hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol	ChEBI
18-Hydroxygeranylgeraniol	ChEBI
Kelnac	ChEBI
Plaunotolum	ChEBI
7-Hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol	MeSH
Plaunotol, (e,e,e)-isomer	MeSH

Chemical Formula

C₂₀H₃₄O₂

Average Mass

306.4900 Da

Monoisotopic Mass

306.25588 Da

IUPAC Name

(2Z,6E)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-6-methylocta-2,6-diene-1,8-diol

Traditional Name

plaunotol

CAS Registry Number

Not Available

SMILES

[H]\C(CO)=C(\C)CC\C([H])=C(/CO)CC\C([H])=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C20H34O2/c1-17(2)8-5-9-18(3)10-6-12-20(16-22)13-7-11-19(4)14-15-21/h8,10,13-14,21-22H,5-7,9,11-12,15-16H2,1-4H3/b18-10+,19-14+,20-13-

InChI Key

SUWYPNNPLSRNPS-UNTSEYQFSA-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
Croton stellatopilosus	LOTUS Database	35616633
Croton sublyratus	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	4.93	ALOGPS
logP	4.54	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	100.56 m³·mol⁻¹	ChemAxon
Polarizability	38.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0174152

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

C13273

BioCyc ID

CPD-11423

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282197

PDB ID

Not Available

ChEBI ID

32023

Good Scents ID

Not Available

References

General References

Sakai T, Yamashita Y, Maekawa T, Shirakusa T, Okabe N: Effect of plaunotol on bacterial translocation in the rat small intestine. Int Surg. 2000 Jan-Mar;85(1):27-9. [PubMed:10817427 ]
Takagi A, Koga Y, Aiba Y, Kabir AM, Watanabe S, Ohta-Tada U, Osaki T, Kamiya S, Miwa T: Plaunotol suppresses interleukin-8 secretion induced by Helicobacter pylori: therapeutic effect of plaunotol on H. pylori infection. J Gastroenterol Hepatol. 2000 Apr;15(4):374-80. doi: 10.1046/j.1440-1746.2000.02168.x. [PubMed:10824880 ]
Koga T, Inoue H, Ishii C, Okazaki Y, Domon H, Utsui Y: Effect of plaunotol in combination with clarithromycin or amoxicillin on Helicobacter pylori in vitro and in vivo. J Antimicrob Chemother. 2002 Jul;50(1):133-6. doi: 10.1093/jac/dkf094. [PubMed:12096020 ]
Sasaki M, Mizoshita T, Mizushima T, Inoue H, Kamiya T, Kataoka H, Ogaswara N, Wada T, Kubota E, Mori Y, Shimura T, Hirata H, Ando K, Okamoto Y, Ohara H, Nakao H, Joh T: Effect of plaunotol in combination with clarithromycin against clarithromycin-resistant Helicobacter pylori in vitro and in vivo. J Antimicrob Chemother. 2007 Nov;60(5):1060-3. doi: 10.1093/jac/dkm329. Epub 2007 Sep 7. [PubMed:17827146 ]
Yoshikawa N, Yamada J, Tsuno NH, Okaji Y, Kawai K, Tsuchiya T, Yoneyama S, Tanaka J, Shuno Y, Nishikawa T, Nagawa H, Oshima N, Takahashi K: Plaunotol and geranylgeraniol induce caspase-mediated apoptosis in colon cancer. J Surg Res. 2009 May 15;153(2):246-53. doi: 10.1016/j.jss.2008.04.021. Epub 2008 May 9. [PubMed:18805546 ]
Khovidhunkit SO, Yingsaman N, Chairachvit K, Surarit R, Fuangtharnthip P, Petsom A: In vitro study of the effects of plaunotol on oral cell proliferation and wound healing. J Asian Nat Prod Res. 2011 Feb;13(2):149-59. doi: 10.1080/10286020.2010.546790. [PubMed:21279879 ]
Tatsugami M, Ito M, Ishihara K, Haruma K, Sumii M, Sasaki A, Kitamura S, Takamura A, Wada Y, Matsumoto Y, Imagawa S, Takata S, Tanaka S, Yoshihara M, Chayama K: Plaunotol induces a comparative increase of acidic mucin fraction in gastric juice. Hepatogastroenterology. 2011 Mar-Apr;58(106):663-8. [PubMed:21661449 ]
Chaotham C, De-Eknamkul W, Chanvorachote P: Protective effect of plaunotol against doxorubicin-induced renal cell death. J Nat Med. 2013 Apr;67(2):311-9. doi: 10.1007/s11418-012-0683-6. Epub 2012 Jul 1. [PubMed:22752851 ]
Nualkaew N, Guennewich N, Springob K, Klamrak A, De-Eknamkul W, Kutchan TM: Molecular cloning and catalytic activity of a membrane-bound prenyl diphosphate phosphatase from Croton stellatopilosus Ohba. Phytochemistry. 2013 Jul;91:140-7. doi: 10.1016/j.phytochem.2012.09.010. Epub 2012 Oct 22. [PubMed:23092673 ]
Chaotham C, Chivapat S, Chaikitwattana A, De-Eknamkul W: Acute and chronic oral toxicity of a partially purified plaunotol extract from Croton stellatopilosus Ohba. Biomed Res Int. 2013;2013:303162. doi: 10.1155/2013/303162. Epub 2013 Sep 30. [PubMed:24286075 ]
LOTUS database [Link]

Showing NP-Card for plaunotol (NP0253504)

MOL for NP0253504 (plaunotol)

3D MOL for NP0253504 (plaunotol)

3D SDF for NP0253504 (plaunotol)

3D-SDF for NP0253504 (plaunotol)

PDB for NP0253504 (plaunotol)

3D PDB for NP0253504 (plaunotol)

SMILES for NP0253504 (plaunotol)

INCHI for NP0253504 (plaunotol)

Structure for NP0253504 (plaunotol)

3D Structure for NP0253504 (plaunotol)