NP-MRD: Showing NP-Card for Serratine (NP0051059)

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Record Information

Version

2.0

Created at

2022-04-27 22:30:09 UTC

Updated at

2022-04-27 22:30:09 UTC

NP-MRD ID

NP0051059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Serratine

Description

Serratine belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. Serratine is found in Huperzia serrata , Lycopodiastrum casuarinoides, Lycopodium serratum var. serratum f. intermedium, Lycopodium serratum var. serratum f. serratum and Lycopodium serratum var. thunbergii. Serratine was first documented in 2013 (PMID: 23607766). Based on a literature review a small amount of articles have been published on Serratine (PMID: 25042023) (PMID: 25641382).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    3.9003   -0.7905    0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958   -0.1175   -0.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6971    0.2275   -1.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -1.1691   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385   -0.7346   -0.9224 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4389   -0.0396   -2.1199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0545    0.0287    0.2536 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0315   -0.8961    1.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0447   -1.9260    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -1.3645    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893    0.1014    1.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    0.5827    0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    0.5517   -1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184    0.2955   -1.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3306    0.5762    0.0542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2100    2.0634    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    2.8942    0.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2255    2.3349   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093    1.1915    0.5751 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3435    1.1123    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404   -0.0597    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045   -1.3131    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509   -1.5495    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3504    0.8892   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9587   -2.0605   -0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623   -1.6222   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -1.6713   -1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556   -0.7100   -2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1068   -0.2561    2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9913   -1.4213    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761   -2.7721    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113   -2.3277    2.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6031   -1.7000   -0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072   -1.6888    1.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3585   -0.1654    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767    1.5325    0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334    1.5265   -1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0327   -0.2253   -1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.7122   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6116    1.0764   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5616    3.3217    0.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858    2.1807   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.4532    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6074    2.0197   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9105    1.3332    1.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2 20  1  0
 20 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  2  0
 15 16  1  1
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  7  8  1  1
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  2  1  0
  7 19  1  0
 11 15  1  0
  7 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
 20 44  1  0
 20 45  1  0
 19 43  1  1
 18 41  1  0
 18 42  1  0
 14 39  1  0
 14 40  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 12 36  1  0
 10 33  1  0
 10 34  1  0
  9 31  1  0
  9 32  1  0
  8 29  1  0
  8 30  1  0
  5 27  1  6
  6 28  1  0
  4 25  1  0
  4 26  1  0
M  END


  Mrv1652304282200302D          

 20 23  0  0  1  0            999 V2000
    0.8352    0.0491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0153    0.1410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1506    0.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019    1.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667    1.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760    0.8005    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9970    0.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4773    0.2102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1365   -0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797   -0.5242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9747   -1.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    0.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -0.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742   -0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -1.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760   -1.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2571   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  6  0  0  0
  8 12  1  1  0  0  0
  8 13  1  6  0  0  0
  2 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  1  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(O)C[C@H]2CC(=O)[C@]34CCCN3CCC[C@]24[C@@H](O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NO3/c1-14(20)9-11-8-12(18)16-5-3-7-17(16)6-2-4-15(11,16)13(19)10-14/h11,13,19-20H,2-10H2,1H3/t11-,13+,14+,15-,16+/m1/s1

> <INCHI_KEY>
SWDKDXWGADMDSP-CHUNWDLHSA-N

> <FORMULA>
C16H25NO3

> <MOLECULAR_WEIGHT>
279.38

> <EXACT_MASS>
279.183443669

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.536618779877593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,6S,8S,9S)-6,8-dihydroxy-6-methyl-13-azatetracyclo[7.7.0.0^{1,13}.0^{4,9}]hexadecan-2-one

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
0.37975466166666727

> <ALOGPS_LOGS>
-1.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.196126325271795

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.389847395006466

> <JCHEM_PKA_STRONGEST_BASIC>
8.780410381977854

> <JCHEM_POLAR_SURFACE_AREA>
60.77

> <JCHEM_REFRACTIVITY>
75.8382

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,6S,8S,9S)-6,8-dihydroxy-6-methyl-13-azatetracyclo[7.7.0.0^{1,13}.0^{4,9}]hexadecan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.559   0.092   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.029   0.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.281   1.772   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.684   2.408   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.058   2.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.195   1.494   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.728   1.645   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.624   0.392   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.988  -1.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.575  -0.979   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.819  -2.563   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.907   1.245   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.048  -0.194   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -0.885  -0.976   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.269  -2.387   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.262  -2.559   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.176  -1.319   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.347  -0.490   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.336   1.050   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.868   1.515   0.000  0.00  0.00           C+0
CONECT    1    2    6   10   17                                             
CONECT    2    1    3   14   20                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12   13                                             
CONECT    9    8   10                                                       
CONECT   10    9    1   11                                                  
CONECT   11   10                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
CONECT   14    2   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    1                                                       
CONECT   18   14   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₅NO₃

Average Mass

279.3800 Da

Monoisotopic Mass

279.18344 Da

IUPAC Name

(1R,4S,6S,8S,9S)-6,8-dihydroxy-6-methyl-13-azatetracyclo[7.7.0.0^{1,13}.0^{4,9}]hexadecan-2-one

Traditional Name

(1R,4S,6S,8S,9S)-6,8-dihydroxy-6-methyl-13-azatetracyclo[7.7.0.0^{1,13}.0^{4,9}]hexadecan-2-one

CAS Registry Number

Not Available

SMILES

C[C@]1(O)C[C@H]2CC(=O)[C@]34CCCN3CCC[C@]24[C@@H](O)C1

InChI Identifier

InChI=1S/C16H25NO3/c1-14(20)9-11-8-12(18)16-5-3-7-17(16)6-2-4-15(11,16)13(19)10-14/h11,13,19-20H,2-10H2,1H3/t11-,13+,14+,15-,16+/m1/s1

InChI Key

SWDKDXWGADMDSP-CHUNWDLHSA-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	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	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	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	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	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	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	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	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	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	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	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	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	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	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	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	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
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
Huperzia serrata	Plant	KNApSAcK
Lycopodiastrum casuarinoides	LOTUS Database	35616633
Lycopodium serratum var. serratum f. intermedium	Plant	KNApSAcK
Lycopodium serratum var. serratum f. serratum	Plant	KNApSAcK
Lycopodium serratum var. thunbergii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
Indolizidine
Piperidine
N-alkylpyrrolidine
Cyclic alcohol
Pyrrolidine
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Ketone
Azacycle
Amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

azaspiro compound (CHEBI:9121 )

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	0.58	ALOGPS
logP	0.38	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	8.78	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.77 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.84 m³·mol⁻¹	ChemAxon
Polarizability	30.54 Å³	ChemAxon
Number of Rings	4	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

C00001958

Chemspider ID

390926

KEGG Compound ID

C09901

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442500

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zaimoku H, Taniguchi T: Redox divergent synthesis of fawcettimine-type Lycopodium alkaloids. Chemistry. 2014 Jul 28;20(31):9613-9. doi: 10.1002/chem.201403163. Epub 2014 Jul 7. [PubMed:25042023 ]
Zaimoku H, Nishide H, Nishibata A, Goto N, Taniguchi T, Ishibashi H: Syntheses of (+/-)-serratine, (+/-)-lycoposerramine T, and (+/-)-lycopoclavamine B. Org Lett. 2013 May 3;15(9):2140-3. doi: 10.1021/ol400628h. Epub 2013 Apr 22. [PubMed:23607766 ]
Leger PR, Murphy RA, Pushkarskaya E, Sarpong R: Synthetic efforts toward the Lycopodium alkaloids inspires a hydrogen iodide mediated method for the hydroamination and hydroetherification of olefins. Chemistry. 2015 Mar 9;21(11):4377-83. doi: 10.1002/chem.201406242. Epub 2015 Jan 30. [PubMed:25641382 ]

Showing NP-Card for Serratine (NP0051059)

MOL for NP0051059 (Serratine)

3D MOL for NP0051059 (Serratine)

3D SDF for NP0051059 (Serratine)

3D-SDF for NP0051059 (Serratine)

PDB for NP0051059 (Serratine)

3D PDB for NP0051059 (Serratine)

SMILES for NP0051059 (Serratine)

INCHI for NP0051059 (Serratine)

Structure for NP0051059 (Serratine)

3D Structure for NP0051059 (Serratine)