NP-MRD: Showing NP-Card for Methyl aristolochate (NP0073057)

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Record Information

Version

2.0

Created at

2022-04-28 18:18:58 UTC

Updated at

2022-04-28 18:18:58 UTC

NP-MRD ID

NP0073057

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl aristolochate

Description

Methyl aristolochate is found in Aristolochia heterophylla Hemsl .

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282220192D          

 26 29  0  0  0  0            999 V2000
    2.1283    1.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8232    2.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    3.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530    3.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581    3.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957    2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    1.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    2.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    3.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6256    3.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880    4.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2829    4.7544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1446    4.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1822    5.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190    1.6374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2495    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    1.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    4.3749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104    4.8195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459    5.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933    1.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8984    0.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1659    1.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506    2.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9832    2.0327    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  2 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 24  2  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  RAD  1  18   2
M  END


  Mrv1652304282220192D          

 26 29  0  0  0  0            999 V2000
    2.1283    1.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8232    2.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    3.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530    3.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581    3.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957    2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    1.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    2.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693    3.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6256    3.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880    4.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2829    4.7544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1446    4.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1822    5.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190    1.6374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2495    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    1.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    4.3749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104    4.8195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459    5.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933    1.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8984    0.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1659    1.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506    2.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9832    2.0327    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  2 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 24  2  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  RAD  1  18   2
M  END
> <DATABASE_ID>
NP0073057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2C(=CC3=C(OC)C=CC=C3C2=C2OCOC2=C1)[N](O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H14NO7/c1-23-13-5-3-4-9-10(13)6-12(19(21)22)15-11(18(20)24-2)7-14-17(16(9)15)26-8-25-14/h3-7H,8H2,1-2H3,(H,21,22)

> <INCHI_KEY>
LDNPZZMSTDEVJI-UHFFFAOYSA-N

> <FORMULA>
C18H14NO7

> <MOLECULAR_WEIGHT>
356.31

> <EXACT_MASS>
356.077026795

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.75641826449028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
hydroxy[6-methoxy-11-(methoxycarbonyl)-14,16-dioxatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,8,10,12-heptaen-9-yl]nitroso

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
1.9449643646666663

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.506712994726603

> <JCHEM_POLAR_SURFACE_AREA>
110.50000000000001

> <JCHEM_REFRACTIVITY>
90.656

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxy(6-methoxy-11-(methoxycarbonyl)-14,16-dioxatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,8,10,12-heptaen-9-yl)nitroso

> <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       3.973   3.551   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.270   4.381   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.200   5.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.832   6.628   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.535   5.798   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.605   4.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.308   3.430   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.059   4.138   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.129   5.676   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.168   6.506   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.098   8.045   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.395   8.875   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.270   8.753   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.340  10.292   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.156   3.056   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.466   1.680   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.057   1.910   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       3.762   8.166   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.059   8.996   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.072   9.543   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.637   3.673   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.708   2.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.410   1.304   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.043   2.013   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.935   4.503   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.302   3.794   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    8   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    7                                                       
CONECT   18    4   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    2   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    1                                                       
CONECT   25   21   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄NO₇

Average Mass

356.3100 Da

Monoisotopic Mass

356.07703 Da

IUPAC Name

hydroxy[6-methoxy-11-(methoxycarbonyl)-14,16-dioxatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,8,10,12-heptaen-9-yl]nitroso

Traditional Name

hydroxy(6-methoxy-11-(methoxycarbonyl)-14,16-dioxatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,8,10,12-heptaen-9-yl)nitroso

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2C(=CC3=C(OC)C=CC=C3C2=C2OCOC2=C1)[N](O)=O

InChI Identifier

InChI=1S/C18H14NO7/c1-23-13-5-3-4-9-10(13)6-12(19(21)22)15-11(18(20)24-2)7-14-17(16(9)15)26-8-25-14/h3-7H,8H2,1-2H3,(H,21,22)

InChI Key

LDNPZZMSTDEVJI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aristolochia heterophylla Hemsl	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	2.69	ALOGPS
logP	1.94	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	110.5 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.66 m³·mol⁻¹	ChemAxon
Polarizability	34.76 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

Not Available

References

General References

Not Available

Showing NP-Card for Methyl aristolochate (NP0073057)

MOL for NP0073057 (Methyl aristolochate)

3D MOL for NP0073057 (Methyl aristolochate)

3D SDF for NP0073057 (Methyl aristolochate)

3D-SDF for NP0073057 (Methyl aristolochate)

PDB for NP0073057 (Methyl aristolochate)

3D PDB for NP0073057 (Methyl aristolochate)

SMILES for NP0073057 (Methyl aristolochate)

INCHI for NP0073057 (Methyl aristolochate)

Structure for NP0073057 (Methyl aristolochate)

3D Structure for NP0073057 (Methyl aristolochate)