NP-MRD: Showing NP-Card for Argemonine-N-oxide (NP0069596)

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Record Information

Version

2.0

Created at

2022-04-28 14:58:12 UTC

Updated at

2022-04-28 14:58:12 UTC

NP-MRD ID

NP0069596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Argemonine-N-oxide

Description

Argemonine-N-oxide is found in Thalictrum foetidum .

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282216582D          

 27 30  0  0  1  0            999 V2000
    5.6259    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3404    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3404    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.6178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1646    1.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    0.6260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5031    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    2.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    3.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9892    1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    2.3262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    2.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    3.2719    0.0000 C   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
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  RAD  1   9   2
M  END


  Mrv1652304282216582D          

 27 30  0  0  1  0            999 V2000
    5.6259    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3404    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3404    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.6178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1646    1.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    0.6260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5031    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    2.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    3.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9892    1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    2.3262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    2.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549    3.2719    0.0000 C   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
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  RAD  1   9   2
M  END
> <DATABASE_ID>
NP0069596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1OC)[C@@H]1CC3=C(C=C(OC)C(OC)=C3)[C@H](C2)[N]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26NO5/c1-22(23)16-6-12-8-18(24-2)20(26-4)10-14(12)17(22)7-13-9-19(25-3)21(27-5)11-15(13)16/h8-11,16-17,23H,6-7H2,1-5H3/t16-,17-/m0/s1

> <INCHI_KEY>
VAACOYLVLYIYFA-IRXDYDNUSA-N

> <FORMULA>
C21H26NO5

> <MOLECULAR_WEIGHT>
372.441

> <EXACT_MASS>
372.181097941

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.32198960562323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,9S)-17-hydroxy-4,5,12,13-tetramethoxy-17-methyl-17lambda5-azatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadeca-2(7),3,5,10(15),11,13-hexaen-17-yl

> <ALOGPS_LOGP>
0.12

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
104.19230000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S)-17-hydroxy-4,5,12,13-tetramethoxy-17-methyl-17lambda5-azatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadeca-2(7),3,5,10(15),11,13-hexaen-17-yl

> <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      10.502   4.568   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.835   3.798   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.835   2.258   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.502   1.488   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.168   2.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.168   3.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.079   4.886   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.539   4.886   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.774   3.220   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.079   1.169   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.539   1.169   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.450   2.258   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.450   3.798   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.116   4.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.783   3.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.783   2.258   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.116   1.488   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.449   1.488   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.449  -0.052   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.449   4.568   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.449   6.108   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.313   3.172   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.829   4.342   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      13.169   1.488   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.169  -0.052   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.169   4.568   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.169   6.108   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   22   23                                             
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   15   21                                                       
CONECT   21   20                                                            
CONECT   22    9                                                            
CONECT   23    9                                                            
CONECT   24    3   25                                                       
CONECT   25   24                                                            
CONECT   26    2   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆NO₅

Average Mass

372.4410 Da

Monoisotopic Mass

372.18110 Da

IUPAC Name

(1S,9S)-17-hydroxy-4,5,12,13-tetramethoxy-17-methyl-17lambda5-azatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadeca-2(7),3,5,10(15),11,13-hexaen-17-yl

Traditional Name

(1S,9S)-17-hydroxy-4,5,12,13-tetramethoxy-17-methyl-17lambda5-azatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadeca-2(7),3,5,10(15),11,13-hexaen-17-yl

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1OC)[C@@H]1CC3=C(C=C(OC)C(OC)=C3)[C@H](C2)[N]1(C)O

InChI Identifier

InChI=1S/C21H26NO5/c1-22(23)16-6-12-8-18(24-2)20(26-4)10-14(12)17(22)7-13-9-19(25-3)21(27-5)11-15(13)16/h8-11,16-17,23H,6-7H2,1-5H3/t16-,17-/m0/s1

InChI Key

VAACOYLVLYIYFA-IRXDYDNUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Thalictrum foetidum	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	0.12	ALOGPS
logS	-4.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.19 m³·mol⁻¹	ChemAxon
Polarizability	40.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Argemonine-N-oxide (NP0069596)

MOL for NP0069596 (Argemonine-N-oxide)

3D MOL for NP0069596 (Argemonine-N-oxide)

3D SDF for NP0069596 (Argemonine-N-oxide)

3D-SDF for NP0069596 (Argemonine-N-oxide)

PDB for NP0069596 (Argemonine-N-oxide)

3D PDB for NP0069596 (Argemonine-N-oxide)

SMILES for NP0069596 (Argemonine-N-oxide)

INCHI for NP0069596 (Argemonine-N-oxide)

Structure for NP0069596 (Argemonine-N-oxide)

3D Structure for NP0069596 (Argemonine-N-oxide)