NP-MRD: Showing NP-Card for Chanoclavine-1 (NP0050853)

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Record Information

Version

2.0

Created at

2022-04-27 22:15:41 UTC

Updated at

2022-04-27 22:15:41 UTC

NP-MRD ID

NP0050853

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Chanoclavine-1

Description

Chanoclavine-I belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines. Chanoclavine-I is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Chanoclavine-1 is found in Acremonium coenophialum, Agropyrum spp., Argyreia nervosa , Aspergillus fumigatus, Aspergullus fumigatus, Bakabsua obtecta B249, Balansia claviceps, Balansia epichloe, Balansia henningsiana, Balansia strangulans, Claviceps africana, Claviceps fusiformis PRL1980, Claviceps gigantea, Claviceps paspali, Claviceps purpurea , Elymus spp., Epichloe elymi, Epichloe festucae Fl1, Epichloe inebrians e818, Epichloe typhina, Ipomoea argyrophylla, Ipomoea asarifolia , Ipomoea corymbosa, Ipomoea nil, Ipomoea tricolor, Ipomoea violacea, Neosortorya fumigata Af293, Neotyphodium gansuense, Penicillium commune, Pennisetum typhoideum , Periglandula ipomoeae lasaF13, Phalaris sp. and Phragmites sp.. Chanoclavine-1 was first documented in 2017 (PMID: 28902217). Based on a literature review a small amount of articles have been published on chanoclavine-I (PMID: 29235356) (PMID: 32936061) (PMID: 30076193) (PMID: 28714687).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    0.8618    3.2594   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583    2.1134   -1.1579 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725    1.0217   -0.8686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3252    1.6643   -1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243    0.5989   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045    0.3413   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0245   -0.8118   -0.8279 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0944   -1.3023    0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9697   -2.3966    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8085   -2.5484    1.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6141    1.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -0.5203    0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399   -0.4042   -0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644    0.5179    0.5227 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3684    0.0626    1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3022   -0.6593    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -1.0654   -0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5526   -1.0800    1.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6172   -0.5293    0.6043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    3.6469   -0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657    4.0957   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    3.2245    0.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1129    2.2833   -2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0932    0.2854   -1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4482    2.5370   -0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085    2.0049   -2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0953    0.9760   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9404   -1.2764   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973   -3.0886    0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261   -3.4110    2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -1.7548    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    1.3749    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    0.3251    2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -1.6779   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9432   -1.8358   -1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3613   -0.2978   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835   -0.6544    2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -2.1864    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440   -1.2184    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 12 13  1  0
 14  3  1  0
 13  5  1  0
 13  8  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 14 32  1  1
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
M  END


  Mrv1652304282200152D          

 19 21  0  0  1  0            999 V2000
    0.0853    0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959   -1.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578   -1.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -0.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4326   -0.4714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3463   -1.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926   -1.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377   -2.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127   -2.4121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862   -0.1359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6457    1.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954    0.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611    1.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    2.4642    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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
  8 13  1  6  0  0  0
 13 14  1  0  0  0  0
  7 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050853

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN[C@@H]1CC2=CNC3=CC=CC([C@H]1\C=C(/C)CO)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/b10-6+/t13-,15-/m1/s1

> <INCHI_KEY>
SAHHMCVYMGARBT-HEESEWQSSA-N

> <FORMULA>
C16H20N2O

> <MOLECULAR_WEIGHT>
256.349

> <EXACT_MASS>
256.157563272

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.820815486498564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-methyl-3-[(6R,7R)-6-(methylamino)-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,8(12),9-tetraen-7-yl]prop-2-en-1-ol

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
1.8734520346666668

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.05514168238115

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.159183302278649

> <JCHEM_PKA_STRONGEST_BASIC>
10.340094389376212

> <JCHEM_POLAR_SURFACE_AREA>
48.05

> <JCHEM_REFRACTIVITY>
78.9742

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-methyl-3-[(6R,7R)-6-(methylamino)-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,8(12),9-tetraen-7-yl]prop-2-en-1-ol

> <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       0.159   0.025   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.087  -0.880   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.926  -2.412   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.481  -3.038   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.727  -2.133   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.566  -0.601   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.295   0.025   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.541  -0.880   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.380  -2.412   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.973  -3.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.497  -4.503   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.957  -4.503   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       5.948  -0.254   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       7.194  -1.159   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.510   1.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.939   2.126   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.151   1.177   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.154   3.651   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.941   4.600   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    4                                                       
CONECT   13    8   14                                                       
CONECT   14   13                                                            
CONECT   15    7   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Value	Source
Chanoclavin-I	ChEBI
Chanoclavine	ChEBI
(4R-(4alpha,5alpha(e)))-Isomer OF chanoclavine	MeSH
(4R-(4alpha,5beta(Z)))-Isomer OF chanoclavine	MeSH
Isochanoclavin	MeSH

Chemical Formula

C₁₆H₂₀N₂O

Average Mass

256.3490 Da

Monoisotopic Mass

256.15756 Da

IUPAC Name

(2E)-2-methyl-3-[(6R,7R)-6-(methylamino)-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,8(12),9-tetraen-7-yl]prop-2-en-1-ol

Traditional Name

(2E)-2-methyl-3-[(6R,7R)-6-(methylamino)-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,8(12),9-tetraen-7-yl]prop-2-en-1-ol

CAS Registry Number

Not Available

SMILES

CN[C@@H]1CC2=CNC3=CC=CC([C@H]1\C=C(/C)CO)=C23

InChI Identifier

InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/b10-6+/t13-,15-/m1/s1

InChI Key

SAHHMCVYMGARBT-HEESEWQSSA-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
Acremonium coenophialum	Fungi	KNApSAcK
Agropyrum spp.	-	KNApSAcK
Argyreia nervosa	Plant	KNApSAcK
Aspergillus fumigatus	Fungi	KNApSAcK
Aspergullus fumigatus	-	KNApSAcK
Bakabsua obtecta B249	-	KNApSAcK
Balansia claviceps	Fungi	KNApSAcK
Balansia epichloe	Fungi	KNApSAcK
Balansia henningsiana	Fungi	KNApSAcK
Balansia strangulans	Fungi	KNApSAcK
Claviceps africana	Fungi	KNApSAcK
Claviceps fusiformis PRL1980	Fungi	KNApSAcK
Claviceps gigantea	Fungi	KNApSAcK
Claviceps paspali	Fungi	KNApSAcK
Claviceps purpurea	Fungi	KNApSAcK
Elymus spp.	Plant	KNApSAcK
Epichloe elymi	Fungi	KNApSAcK
Epichloe festucae Fl1	Fungi	KNApSAcK
Epichloe inebrians e818	Fungi	KNApSAcK
Epichloe typhina	LOTUS Database	35616633
Ipomoea argyrophylla	Plant	KNApSAcK
Ipomoea asarifolia	Plant	KNApSAcK
Ipomoea corymbosa	Plant	KNApSAcK
Ipomoea nil	LOTUS Database	35616633
Ipomoea tricolor	Plant	KNApSAcK
Ipomoea violacea	Plant	KNApSAcK
Neosortorya fumigata Af293	-	KNApSAcK
Neotyphodium gansuense	-	KNApSAcK
Penicillium commune	Fungi	KNApSAcK
Pennisetum americanum	Plant	KNApSAcK
Periglandula ipomoeae lasaF13	-	KNApSAcK
Phalaris sp.	Plant	KNApSAcK
Phragmites sp.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Clavines and derivatives

Direct Parent

Clavines and derivatives

Alternative Parents

Substituents

Chanoclavine skeleton
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
Benzenoid
Pyrrole
Heteroaromatic compound
Azacycle
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Primary alcohol
Alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzoindole (CHEBI:3576 )
secondary amino compound (CHEBI:3576 )
ergot alkaloid (CHEBI:3576 )
primary alcohol (CHEBI:3576 )
organic tricyclic compound (CHEBI:3576 )

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	1.91	ALOGPS
logP	1.87	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	15.16	ChemAxon
pKa (Strongest Basic)	10.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	48.05 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.97 m³·mol⁻¹	ChemAxon
Polarizability	28.82 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

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281381

PDB ID

Not Available

ChEBI ID

3576

Good Scents ID

Not Available

References

General References

Chaudhuri S, Bhunia S, Roy A, Das MK, Bisai A: Biomimetic Total Syntheses of Clavine Alkaloids. Org Lett. 2018 Jan 5;20(1):288-291. doi: 10.1021/acs.orglett.7b03683. Epub 2017 Dec 13. [PubMed:29235356 ]
Liu M, Overy DP, Cayouette J, Shoukouhi P, Hicks C, Bisson K, Sproule A, Wyka SA, Broders K, Popovic Z, Menzies JG: Four phylogenetic species of ergot from Canada and their characteristics in morphology, alkaloid production, and pathogenicity. Mycologia. 2020 Sep-Oct;112(5):974-988. doi: 10.1080/00275514.2020.1797372. Epub 2020 Sep 16. [PubMed:32936061 ]
Fabian SJ, Maust MD, Panaccione DG: Ergot Alkaloid Synthesis Capacity of Penicillium camemberti. Appl Environ Microbiol. 2018 Sep 17;84(19). pii: AEM.01583-18. doi: 10.1128/AEM.01583-18. Print 2018 Oct 1. [PubMed:30076193 ]
Gerhards N, Li SM: A bifunctional old yellow enzyme from Penicillium roqueforti is involved in ergot alkaloid biosynthesis. Org Biomol Chem. 2017 Oct 4;15(38):8059-8071. doi: 10.1039/c7ob02095c. [PubMed:28902217 ]
Lu JT, Shi ZF, Cao XP: Total Synthesis of (-)-Chanoclavine I and an Oxygen-Substituted Ergoline Derivative. J Org Chem. 2017 Aug 4;82(15):7774-7782. doi: 10.1021/acs.joc.7b00573. Epub 2017 Jul 17. [PubMed:28714687 ]

Showing NP-Card for Chanoclavine-1 (NP0050853)

MOL for NP0050853 (Chanoclavine-1)

3D MOL for NP0050853 (Chanoclavine-1)

3D SDF for NP0050853 (Chanoclavine-1)

3D-SDF for NP0050853 (Chanoclavine-1)

PDB for NP0050853 (Chanoclavine-1)

3D PDB for NP0050853 (Chanoclavine-1)

SMILES for NP0050853 (Chanoclavine-1)

INCHI for NP0050853 (Chanoclavine-1)

Structure for NP0050853 (Chanoclavine-1)

3D Structure for NP0050853 (Chanoclavine-1)