NP-MRD: Showing NP-Card for (4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid (NP0183966)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 22:58:35 UTC

Updated at

2022-09-03 22:58:35 UTC

NP-MRD ID

NP0183966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

Description

Lysergic acid alpha-hydroxyethylamide, also known as lysergate α-hydroxyethylamide, belongs to the class of organic compounds known as lysergamides. These are amides of Lysergic acids. (4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid is found in Ipomoea asarifolia. (4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid was first documented in 2015 (PMID: 25747328). Based on a literature review a small amount of articles have been published on Lysergic acid alpha-hydroxyethylamide (PMID: 35585609) (PMID: 34586904) (PMID: 34160271) (PMID: 32769181).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    5.1585    1.6585   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4289    0.8992    0.5839 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1663   -0.2246    0.9410 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888    0.5565    0.2144 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7644   -0.6729    0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -1.6789    0.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862   -1.0631   -0.2901 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4967    0.1273   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7528    0.0033   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270    1.1927   -0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1454    2.4825   -0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826    3.5132   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4174    3.2260   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8931    1.9327   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0779    1.3073   -0.7615 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8728   -0.0458   -0.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5057   -0.2989   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    0.9435   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576   -1.5021   -0.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440   -1.2228    0.3768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5460   -2.3368    0.5075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143   -3.2618   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7960   -1.9214    0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9748    2.7596   -0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2333    1.4982   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8460    1.3856   -1.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    1.5641    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7148   -0.5137    0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7396   -2.0502    1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965   -1.6787   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8999    1.0668   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    2.6177   -0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    4.5122   -0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1312    4.0295   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9670    1.8030   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6346   -0.8000   -0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3724   -1.7880   -1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -2.3236    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7921   -0.9956    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1570   -4.0420   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -2.7938   -1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -3.7728   -0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190   -2.7964    1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.2957    1.7258 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
  5  7  1  0
  7 23  1  0
 23 21  1  0
 21 22  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10 18  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  9 20  1  0
 18 17  1  0
 18 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  6 29  1  0
  7 30  1  6
 23 43  1  0
 23 44  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 20 39  1  1
 19 37  1  0
 19 38  1  0
 16 36  1  0
 15 35  1  0
 13 34  1  0
 12 33  1  0
 11 32  1  0
  8 31  1  0
M  END


  Mrv1652309042200582D          

 23 26  0  0  1  0            999 V2000
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    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
  4  2  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 18  2  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  7 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0183966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)N=C(O)[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H21N3O2/c1-10(22)20-18(23)12-6-14-13-4-3-5-15-17(13)11(8-19-15)7-16(14)21(2)9-12/h3-6,8,10,12,16,19,22H,7,9H2,1-2H3,(H,20,23)/t10?,12-,16-/m1/s1

> <INCHI_KEY>
WYTJZJPVCDWOOI-WPJLSRQMSA-N

> <FORMULA>
C18H21N3O2

> <MOLECULAR_WEIGHT>
311.385

> <EXACT_MASS>
311.163376928

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.303461136707824

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,7R)-N-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

> <JCHEM_LOGP>
-0.7144732700243966

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.69627544497147

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.710778438831199

> <JCHEM_PKA_STRONGEST_BASIC>
8.12732229244532

> <JCHEM_POLAR_SURFACE_AREA>
71.85000000000001

> <JCHEM_REFRACTIVITY>
90.80659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4R,7R)-N-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      10.122  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.455  -2.310   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       8.788  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.122   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.944  -2.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.479  -3.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.335  -1.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       6.121   2.310   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   10   14                                                  
CONECT   19   17   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    7                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Value	Source
Lysergate a-hydroxyethylamide	Generator
Lysergate alpha-hydroxyethylamide	Generator
Lysergate α-hydroxyethylamide	Generator
Lysergic acid a-hydroxyethylamide	Generator
Lysergic acid α-hydroxyethylamide	Generator

Chemical Formula

C₁₈H₂₁N₃O₂

Average Mass

311.3850 Da

Monoisotopic Mass

311.16338 Da

IUPAC Name

(4R,7R)-N-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

Traditional Name

(4R,7R)-N-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

CAS Registry Number

Not Available

SMILES

CC(O)N=C(O)[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1

InChI Identifier

InChI=1S/C18H21N3O2/c1-10(22)20-18(23)12-6-14-13-4-3-5-15-17(13)11(8-19-15)7-16(14)21(2)9-12/h3-6,8,10,12,16,19,22H,7,9H2,1-2H3,(H,20,23)/t10?,12-,16-/m1/s1

InChI Key

WYTJZJPVCDWOOI-WPJLSRQMSA-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
Ipomoea asarifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lysergamides. These are amides of Lysergic acids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Lysergamides

Alternative Parents

Substituents

Lysergic acid amide
Indoloquinoline
Benzoquinoline
Pyrroloquinoline
Quinoline-3-carboxamide
Quinoline
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Alkanolamine
Hydrocarbon derivative
Amine
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-0.71	ChemAxon
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	8.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	71.85 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.81 m³·mol⁻¹	ChemAxon
Polarizability	34.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00039674

Chemspider ID

118592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134553

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Paulke A, Kremer C, Wunder C, Wurglics M, Schubert-Zsilavecz M, Toennes SW: Studies on the alkaloid composition of the Hawaiian Baby Woodrose Argyreia nervosa, a common legal high. Forensic Sci Int. 2015 Apr;249:281-93. doi: 10.1016/j.forsciint.2015.02.011. Epub 2015 Feb 19. [PubMed:25747328 ]
Britton KN, Steen CR, Davis KA, Sampson JK, Panaccione DG: Contribution of a novel gene to lysergic acid amide synthesis in Metarhizium brunneum. BMC Res Notes. 2022 May 18;15(1):183. doi: 10.1186/s13104-022-06068-2. [PubMed:35585609 ]
Jones AM, Steen CR, Panaccione DG: Independent Evolution of a Lysergic Acid Amide in Aspergillus Species. Appl Environ Microbiol. 2021 Nov 24;87(24):e0180121. doi: 10.1128/AEM.01801-21. Epub 2021 Sep 29. [PubMed:34586904 ]
Steen CR, Sampson JK, Panaccione DG: A Baeyer-Villiger Monooxygenase Gene Involved in the Synthesis of Lysergic Acid Amides Affects the Interaction of the Fungus Metarhizium brunneum with Insects. Appl Environ Microbiol. 2021 Aug 11;87(17):e0074821. doi: 10.1128/AEM.00748-21. Epub 2021 Aug 11. [PubMed:34160271 ]
Davis KA, Sampson JK, Panaccione DG: Genetic Reprogramming of the Ergot Alkaloid Pathway of Metarhizium brunneum. Appl Environ Microbiol. 2020 Sep 17;86(19):e01251-20. doi: 10.1128/AEM.01251-20. Print 2020 Sep 17. [PubMed:32769181 ]
LOTUS database [Link]

Showing NP-Card for (4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid (NP0183966)

MOL for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

3D MOL for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

3D SDF for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

3D-SDF for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

PDB for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

3D PDB for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

SMILES for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

INCHI for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

Structure for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)

3D Structure for NP0183966 ((4r,7r)-n-(1-hydroxyethyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid)