NP-MRD: Showing NP-Card for santonin (NP0268196)

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Record Information

Version

2.0

Created at

2022-09-08 13:14:10 UTC

Updated at

2025-02-11 15:43:40 UTC

NP-MRD ID

NP0268196

Natural Product DOI

https://doi.org/10.57994/1429

Secondary Accession Numbers

None

Natural Product Identification

Common Name

santonin

Description

Alpha-santonin, also known as α-santonin, belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. Thus, alpha-santonin is considered to be an isoprenoid lipid molecule. santonin is found in Anacyclus monanthos, Artemisia caerulescens, Artemisia campestris, Artemisia diffusa, Artemisia fragrans, Artemisia herba-alba, Artemisia ifranensis, Artemisia inculta, Artemisia maritima, Artemisia nitrosa, Artemisia pauciflora, Artemisia schrenkiana, Artemisia sericea, Artemisia spicigera, Artemisia tenuisecta and Fossombronia pusilla. santonin was first documented in 1990 (PMID: 2185125). Alpha-santonin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 11098821) (PMID: 15241928).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -1.1433    2.3294    1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256    1.0889    1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197    0.4546    0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175    0.8918   -0.2351 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0569    1.7987    0.6416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254    1.6234    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097    2.3780    0.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6394    0.3758   -0.2845 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8595   -0.3763    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3526   -0.3194   -0.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9786   -1.4693   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157   -1.9160   -0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4001   -0.7621   -0.5323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4122   -0.5387   -2.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7284   -1.2249   -0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4565   -0.5928    0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9548    0.6168    1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    1.2181    2.2862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606    2.1326    2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0080    2.7885    2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8336    3.1021    0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5410    1.2746   -1.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6652    0.6369   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7055   -1.2053    0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6422    0.3442    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2837   -0.8406   -0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2429   -0.6101    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334   -1.3555   -1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414   -2.3261   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543   -2.1612    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -2.7347   -0.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -1.5251   -2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4638   -0.0637   -2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087    0.0600   -2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1092   -2.1187   -0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4368   -0.9737    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  4 10  1  0
  8 10  1  0
  3 13  1  0
 10 27  1  1
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  6
  8 23  1  6
  9 24  1  0
  9 25  1  0
  9 26  1  0
M  END


  Mrv1652304091821582D          

 20 22  0  0  0  0            999 V2000
10001.419510000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9881 9997.9374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.988110000.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.990210001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.419510002.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.704010000.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7040 9998.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4185 9998.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4185 9999.5876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.419510001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.705010000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1340 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.134010000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2049 9999.8426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7200 9999.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2049 9998.5077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9895 9998.7626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9895 9999.5876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8950 9999.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9499 9997.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 12 13  2  0  0  0  0
 10  5  2  0  0  0  0
 11  4  1  0  0  0  0
 11  6  2  0  0  0  0
  9 12  1  0  0  0  0
  9  1  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  6  0  0  0
  6 18  1  0  0  0  0
 17  7  1  0  0  0  0
 17  2  1  6  0  0  0
 18  3  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0268196

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@]3(C)C=CC(=O)C(C)=C3[C@@]1([H])OC(=O)[C@H]2C

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1

> <INCHI_KEY>
XJHDMGJURBVLLE-BOCCBSBMSA-N

> <FORMULA>
C15H18O3

> <MOLECULAR_WEIGHT>
246.306

> <EXACT_MASS>
246.12559444

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.570789591228596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,3aS,5aS,9bS)-3,5a,9-trimethyl-2H,3H,3aH,4H,5H,5aH,8H,9bH-naphtho[1,2-b]furan-2,8-dione

> <JCHEM_LOGP>
2.6011767110000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.072499727460135

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
68.8324

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(-)-santonin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-APR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-APR-18         0                                  
HETATM    1  C   UNK     0    8669.3168667.437   0.000  0.00  0.00           C+0
HETATM    2  H   UNK     0    8666.6448662.816   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0    8666.6448667.437   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0    8666.6488668.977   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8669.3168670.517   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8667.9818666.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8667.9818663.587   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8669.3158664.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.3158665.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8669.3168668.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8667.9838668.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8670.6508666.666   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8670.6508668.207   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8665.1828666.373   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8664.2778665.127   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.1828663.881   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.6478664.357   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.6478665.897   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8662.7378665.127   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8664.7068662.416   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   11                                                            
CONECT    5   10                                                            
CONECT    6    9   11   18                                                  
CONECT    7    8   17                                                       
CONECT    8    7    9                                                       
CONECT    9    6    8   12    1                                             
CONECT   10   11   13    5                                                  
CONECT   11   10    4    6                                                  
CONECT   12   13    9                                                       
CONECT   13   10   12                                                       
CONECT   14   15   18                                                       
CONECT   15   16   14   19                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18    7    2                                             
CONECT   18   17   14    6    3                                             
CONECT   19   15                                                            
CONECT   20   16                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Value	Source
(-)-alpha-Santonin	ChEBI
(-)-Santonin	ChEBI
(11S)-6alpha-Hydroxy-3-oxoeudesma-1,4-dien-12-Oic acid gamma-lactone	ChEBI
6alpha-Hydroxy-3-oxo-11-epiisoeusantona-1,4-dienic acid gamma-lactone	ChEBI
Santoninic anhydride	ChEBI
(-)-a-Santonin	Generator
(-)-Α-santonin	Generator
(11S)-6a-Hydroxy-3-oxoeudesma-1,4-dien-12-Oate g-lactone	Generator
(11S)-6a-Hydroxy-3-oxoeudesma-1,4-dien-12-Oic acid g-lactone	Generator
(11S)-6alpha-Hydroxy-3-oxoeudesma-1,4-dien-12-Oate gamma-lactone	Generator
(11S)-6Α-hydroxy-3-oxoeudesma-1,4-dien-12-Oate γ-lactone	Generator
(11S)-6Α-hydroxy-3-oxoeudesma-1,4-dien-12-Oic acid γ-lactone	Generator
6a-Hydroxy-3-oxo-11-epiisoeusantona-1,4-dienate g-lactone	Generator
6a-Hydroxy-3-oxo-11-epiisoeusantona-1,4-dienic acid g-lactone	Generator
6alpha-Hydroxy-3-oxo-11-epiisoeusantona-1,4-dienate gamma-lactone	Generator
6Α-hydroxy-3-oxo-11-epiisoeusantona-1,4-dienate γ-lactone	Generator
6Α-hydroxy-3-oxo-11-epiisoeusantona-1,4-dienic acid γ-lactone	Generator
a-Santonin	Generator
Α-santonin	Generator
Santonin	MeSH

Chemical Formula

C₁₅H₁₈O₃

Average Mass

246.3060 Da

Monoisotopic Mass

246.12559 Da

IUPAC Name

(3S,3aS,5aS,9bS)-3,5a,9-trimethyl-2H,3H,3aH,4H,5H,5aH,8H,9bH-naphtho[1,2-b]furan-2,8-dione

Traditional Name

(-)-santonin

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@]3(C)C=CC(=O)C(C)=C3[C@@]1([H])OC(=O)[C@H]2C

InChI Identifier

InChI=1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1

InChI Key

XJHDMGJURBVLLE-BOCCBSBMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	[email protected]	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)	[email protected]	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-02	View Spectrum

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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.133705802, CD₃OD, simulated)	[email protected]	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-02	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Anacyclus monanthos	LOTUS Database	35616633
Artemisia caerulescens	LOTUS Database	35616633
Artemisia campestris	LOTUS Database	35616633
Artemisia diffusa	LOTUS Database	35616633
Artemisia fragrans	LOTUS Database	35616633
Artemisia herba-alba	LOTUS Database	35616633
Artemisia ifranensis	LOTUS Database	35616633
Artemisia inculta	LOTUS Database	35616633
Artemisia maritima	LOTUS Database	35616633
Artemisia nitrosa	LOTUS Database	35616633
Artemisia pauciflora	LOTUS Database	35616633
Artemisia schrenkiana	LOTUS Database	35616633
Artemisia sericea	LOTUS Database	35616633
Artemisia spicigera	LOTUS Database	35616633
Artemisia tenuisecta	LOTUS Database	35616633
Fossombronia pusilla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Eudesmanolides, secoeudesmanolides, and derivatives

Alternative Parents

Substituents

Eudesmanolide
Sesquiterpenoid
Naphthofuran
Gamma butyrolactone
Tetrahydrofuran
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

botanical anti-fungal agent (CHEBI:16363 )
santonin (CHEBI:16363 )
Eudesmane sesquiterpenoids (C02206 )
Eudesmanes (C02206 )
Eudesmane sesquiterpenoids (LMPR0103190001 )

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	2.6	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.83 m³·mol⁻¹	ChemAxon
Polarizability	26.57 Å³	ChemAxon
Number of Rings	3	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003364

Chemspider ID

Not Available

KEGG Compound ID

C02206

BioCyc ID

ALPHA-SANTONIN

BiGG ID

Not Available

Wikipedia Link

Santonin

METLIN ID

Not Available

PubChem Compound

221071

PDB ID

Not Available

ChEBI ID

16363

Good Scents ID

Not Available

References

General References

Farooq A, Tahara S: Biotransformation of two cytotoxic terpenes, alpha-santonin and sclareol by Botrytis cinerea. Z Naturforsch C J Biosci. 2000 Sep-Oct;55(9-10):713-7. doi: 10.1515/znc-2000-9-1008. [PubMed:11098821 ]
Ata A, Nachtigall JA: Microbial transformations of alpha-santonin. Z Naturforsch C J Biosci. 2004 Mar-Apr;59(3-4):209-14. doi: 10.1515/znc-2004-3-415. [PubMed:15241928 ]
Bharathi A, Polasa H: Elimination of ColE1 group (pBR322 and pBR329) plasmids in Escherichia coli by alpha-santonin. FEMS Microbiol Lett. 1990 Mar 1;56(1-2):213-5. doi: 10.1016/0378-1097(90)90153-h. [PubMed:2185125 ]
LOTUS database [Link]

Showing NP-Card for santonin (NP0268196)

MOL for NP0268196 (santonin)

3D MOL for NP0268196 (santonin)

3D SDF for NP0268196 (santonin)

3D-SDF for NP0268196 (santonin)

PDB for NP0268196 (santonin)

3D PDB for NP0268196 (santonin)

SMILES for NP0268196 (santonin)

INCHI for NP0268196 (santonin)

Structure for NP0268196 (santonin)

3D Structure for NP0268196 (santonin)