NP-MRD: Showing NP-Card for (+)-Sugiol (NP0071857)

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Record Information

Version

2.0

Created at

2022-04-28 17:13:46 UTC

Updated at

2022-04-28 17:13:46 UTC

NP-MRD ID

NP0071857

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Sugiol

Description

Sugiol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (+)-Sugiol is found in Amentotaxus formosana, Araucaria angustifolia, Azadirachta indica , Calocedrus formosana, Caryopteris incana, Cephalotaxus harringtonia var.drupacea, Cephalotaxus lanceolata, Cephalotaxus wilsoniana, Chamaecyparis formosensis, Cladonia rangiferina, Clerodendron cyrtophyllum, Cryptomeria japonica, Cunninghamia lanceolata, Cupressus sempervirens, Dacrydium cupressinum , Peltodon longipes, Juniperus brevifolia, Juniperus chinensis, Juniperus communis , Juniperus formosana, Juniperus formosana Hay.var.concolor Hay, Juniperus polycarpos, Juniperus polycarpus var. seravschanica, Juniperus rigida, Libocedrus bidwillii, Nageia nagi, Plectranthus ecklonii, Premna serratifolia, Prumnopitys ferruginea, Salvia amplexicaulis, Salvia amplexicaulis Lam., Salvia bracteata Banks and Sol., Salvia broussonetii, Salvia canariensis, Salvia candelabrum, Salvia lanata, Salvia miltiorrhiza, Salvia napifolia, Salvia phlomoides, Salvia przewalskii , Salvia recognita, Salvia recognita Fisch.et Mey., Salvia tomentosa, Salvia trijuga, Salvia viridis, Salvia yunnanensis, Salvinia molesta, Sequoia sempervirens, Taxus mairei , Thuja plicata, Thuja standishii and Tripterygium wilfordii. (+)-Sugiol was first documented in 2005 (PMID: 15856404). Based on a literature review a small amount of articles have been published on sugiol (PMID: 22010351) (PMID: 22174076) (PMID: 16828933) (PMID: 22436445).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    5.4413   -0.4050   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5835   -0.7002    0.7200 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8952    0.5236    1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1469   -0.5734    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    0.5213    0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0473    0.5232    0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3726   -0.5192   -0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -1.6333   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -1.6565   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556   -2.7924   -0.5572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -0.2807   -0.5199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9969    0.8376   -1.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -1.4684   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0759   -1.1670   -1.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -0.5983   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761    0.4837    0.3779 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9924    0.3976    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299    1.8360   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278    0.1349    0.6740 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1333    1.2262    1.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    1.6007    0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5617    2.7698    0.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8936    0.5686   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244   -0.4637   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2524   -1.1782   -0.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   -1.5853    1.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0079    0.5742    1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6941    1.4805    1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3293    0.5237    2.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8281    1.4051    1.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -2.4545   -0.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -2.7998   -0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6509    0.6265   -2.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1349    1.8294   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427    0.8560   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406   -1.7406   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968   -2.3095   -0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5288   -2.1822   -1.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992   -0.6030   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2233   -1.4219    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -0.2183   -0.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.4892    2.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8034    1.3280    2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0765    0.4097    1.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    1.9042   -1.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6190    2.0659    0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9787    2.6396    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -0.7550    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9153    0.8267    2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7615    2.1028    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  1
 20 49  1  0
 20 50  1  0
M  END


  Mrv1652304282219132D          

 22 24  0  0  1  0            999 V2000
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  3 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
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  6  0  0  0
  1 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071857

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC2=C(C=C1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1

> <INCHI_KEY>
IPEHJNRNYPOFII-AZUAARDMSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.442

> <EXACT_MASS>
300.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.83219975483465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-one

> <ALOGPS_LOGP>
5.36

> <JCHEM_LOGP>
5.1091314536666665

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.055672861393557

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.193583684739007

> <JCHEM_PKA_STRONGEST_BASIC>
-6.688690083150029

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.4942

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sugiol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.184   4.771   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.742   2.920   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.510   3.643   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.494  -1.897   0.000  0.00  0.00           O+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    3   15   21                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19   20                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14                                                            
CONECT   22    1                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
(+)-Sugiol	ChEBI

Chemical Formula

C₂₀H₂₈O₂

Average Mass

300.4420 Da

Monoisotopic Mass

300.20893 Da

IUPAC Name

(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-one

Traditional Name

sugiol

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2=C(C=C1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2=O

InChI Identifier

InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3/t18-,20+/m0/s1

InChI Key

IPEHJNRNYPOFII-AZUAARDMSA-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
Amentotaxus formosana	LOTUS Database	35616633
Araucaria angustifolia	LOTUS Database	35616633
Azadirachta indica	Plant	KNApSAcK
Calocedrus formosana	LOTUS Database	35616633
Caryopteris incana	LOTUS Database	35616633
Cephalotaxus harringtonia var.drupacea	Plant	KNApSAcK
Cephalotaxus lanceolata	Plant	KNApSAcK
Cephalotaxus wilsoniana	Plant	KNApSAcK
Chamaecyparis formosensis	LOTUS Database	35616633
Cladonia rangiferina	LOTUS Database	35616633
Clerodendron cyrtophyllum	Plant	KNApSAcK
Cryptomeria japonica	Plant	KNApSAcK
Cunninghamia lanceolata	LOTUS Database	35616633
Cupressus sempervirens	LOTUS Database	35616633
Dacrydium cupressinum	Plant	KNApSAcK
Hyptis comaroides	LOTUS Database	35616633
Juniperus brevifolia	Plant	KNApSAcK
Juniperus chinensis	LOTUS Database	35616633
Juniperus communis	Plant	KNApSAcK
Juniperus formosana	LOTUS Database	35616633
Juniperus formosana Hay.var.concolor Hay	Plant	KNApSAcK
Juniperus polycarpos	LOTUS Database	35616633
Juniperus polycarpus var. seravschanica	Plant	KNApSAcK
Juniperus rigida	Plant	KNApSAcK
Libocedrus bidwillii	Plant	KNApSAcK
Nageia nagi	LOTUS Database	35616633
Plectranthus ecklonii	LOTUS Database	35616633
Premna serratifolia	LOTUS Database	35616633
Prumnopitys ferruginea	LOTUS Database	35616633
Salvia amplexicaulis	LOTUS Database	35616633
Salvia amplexicaulis Lam.	Plant	KNApSAcK
Salvia bracteata Banks and Sol.	Plant	KNApSAcK
Salvia broussonetii	LOTUS Database	35616633
Salvia canariensis	LOTUS Database	35616633
Salvia candelabrum	Plant	KNApSAcK
Salvia lanata	LOTUS Database	35616633
Salvia miltiorrhiza	LOTUS Database	35616633
Salvia napifolia	LOTUS Database	35616633
Salvia phlomoides	LOTUS Database	35616633
Salvia przewalskii	Plant	KNApSAcK
Salvia recognita	LOTUS Database	35616633
Salvia recognita Fisch.et Mey.	Plant	KNApSAcK
Salvia tomentosa	LOTUS Database	35616633
Salvia trijuga	Plant	KNApSAcK
Salvia viridis L.	LOTUS Database	35616633
Salvia Yunnanensis	LOTUS Database	35616633
Salvinia molesta	LOTUS Database	35616633
Sequoia sempervirens	LOTUS Database	35616633
Taxus mairei	Plant	KNApSAcK
Thuja plicata	Plant	KNApSAcK
Thuja standishii	Plant	KNApSAcK
Tripterygium wilfordii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	5.36	ALOGPS
logP	5.11	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.49 m³·mol⁻¹	ChemAxon
Polarizability	35.83 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

C00031398

Chemspider ID

84979

KEGG Compound ID

Not Available

BioCyc ID

CPD-20267

BiGG ID

Not Available

Wikipedia Link

Sugiol

METLIN ID

Not Available

PubChem Compound

94162

PDB ID

Not Available

ChEBI ID

138961

Good Scents ID

rw1443571

References

General References

Yang LX, Li XC, Liu C, Xiao L, Qin DH, Chen RY: [Chemical constituents from Salvia przewalskii Maxim]. Yao Xue Xue Bao. 2011 Jul;46(7):818-21. [PubMed:22010351 ]
Choudhary MI, Hussain A, Ali Z, Adhikari A, Sattar SA, Ayatollahi SA, Al-Majid AM: Diterpenoids including a novel dimeric conjugate from Salvia leriaefolia. Planta Med. 2012 Feb;78(3):269-75. doi: 10.1055/s-0031-1280454. Epub 2011 Dec 15. [PubMed:22174076 ]
Chao KP, Hua KF, Hsu HY, Su YC, Chang ST: Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark. Planta Med. 2005 Apr;71(4):300-5. doi: 10.1055/s-2005-864094. [PubMed:15856404 ]
Cordova I, Leon LG, Leon F, San Andres L, Luis JG, Padron JM: Synthesis and antiproliferative activity of novel sugiol beta-amino alcohol analogs. Eur J Med Chem. 2006 Nov;41(11):1327-32. doi: 10.1016/j.ejmech.2006.06.001. Epub 2006 Jul 7. [PubMed:16828933 ]
Fronza M, Lamy E, Gunther S, Heinzmann B, Laufer S, Merfort I: Abietane diterpenes induce cytotoxic effects in human pancreatic cancer cell line MIA PaCa-2 through different modes of action. Phytochemistry. 2012 Jun;78:107-19. doi: 10.1016/j.phytochem.2012.02.015. Epub 2012 Mar 19. [PubMed:22436445 ]

Showing NP-Card for (+)-Sugiol (NP0071857)

MOL for NP0071857 ((+)-Sugiol)

3D MOL for NP0071857 ((+)-Sugiol)

3D SDF for NP0071857 ((+)-Sugiol)

3D-SDF for NP0071857 ((+)-Sugiol)

PDB for NP0071857 ((+)-Sugiol)

3D PDB for NP0071857 ((+)-Sugiol)

SMILES for NP0071857 ((+)-Sugiol)

INCHI for NP0071857 ((+)-Sugiol)

Structure for NP0071857 ((+)-Sugiol)

3D Structure for NP0071857 ((+)-Sugiol)