NP-MRD: Showing NP-Card for alstolarsine A (NP0350740)

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Record Information

Version

2.0

Created at

2025-02-25 19:35:17 UTC

Updated at

2026-02-20 21:02:12 UTC

NP-MRD ID

NP0350740

Natural Product DOI

https://doi.org/10.57994/3723

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alstolarsine A

Description

alstolarsine A was first documented in 2025 (PMID: 40085025). Based on a literature review very few articles have been published on alstolarsine A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252319422D          

 32 37  0  0  1  0            999 V2000
   -1.2741   -1.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -0.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4595    0.1066    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0015    0.7350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0039    0.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1111   -0.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    0.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    0.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587    1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.8882    0.0000 N   0  3  2  0  0  0  0  0  0  0  0  0
   -0.1705    1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    0.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    0.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    1.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427    1.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    2.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -0.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2317    0.2404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9298    0.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903    1.7167    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4672    1.8059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727   -0.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757   -1.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5609   -1.3338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2368   -2.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -1.4105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -0.6739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9618   -0.6918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6331    0.3192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1919    0.3298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  1  0  0  0
 11 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
  3 19  1  0  0  0  0
  6 19  1  0  0  0  0
 13 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 29  2  1  0  0  0  0
 29 26  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 20  1  0  0  0  0
 31 16  1  0  0  0  0
 31 32  1  6  0  0  0
M  CHG  2  11   1  22  -1
M  END


  Mrv2104 05252319422D          

 32 37  0  0  1  0            999 V2000
   -1.2741   -1.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -0.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4595    0.1066    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0015    0.7350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0039    0.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1111   -0.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    0.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    0.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587    1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.8882    0.0000 N   0  3  2  0  0  0  0  0  0  0  0  0
   -0.1705    1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    0.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    0.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    1.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427    1.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    2.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -0.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2317    0.2404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9298    0.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903    1.7167    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4672    1.8059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727   -0.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757   -1.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5609   -1.3338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2368   -2.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -1.4105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -0.6739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9618   -0.6918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6331    0.3192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1919    0.3298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  1  0  0  0
 11 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
  3 19  1  0  0  0  0
  6 19  1  0  0  0  0
 13 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 29  2  1  0  0  0  0
 29 26  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 20  1  0  0  0  0
 31 16  1  0  0  0  0
 31 32  1  6  0  0  0
M  CHG  2  11   1  22  -1
M  END
> <DATABASE_ID>
NP0350740

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(C)OC[C@@]2(C([O-])=O)[C@]3([H])\C(C[N@+]4(C)CCC22C5=C(N[C@@]42C(=O)[C@]13[H])C=CC=C5)=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C23H26N2O4/c1-4-14-11-25(3)10-9-22-15-7-5-6-8-16(15)24-23(22,25)19(26)17-13(2)29-12-21(22,18(14)17)20(27)28/h4-8,13,17-18,24H,9-12H2,1-3H3/b14-4-/t13-,17-,18-,21+,22?,23+,25+/m1/s1

> <INCHI_KEY>
NPMHVVMAXQWWIQ-WDBVVBNTSA-N

> <FORMULA>
C23H26N2O4

> <MOLECULAR_WEIGHT>
394.471

> <EXACT_MASS>
394.189257325

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.82860405458775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,12S,14E,15S,16R,19R,20S)-14-ethylidene-12,19-dimethyl-21-oxo-18-oxa-2,12-diazahexacyclo[10.9.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,20}]henicosa-3(8),4,6-trien-12-ium-16-carboxylate

> <JCHEM_LOGP>
-1.845473269471746

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.081293729965235

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.071664081875958

> <JCHEM_PKA_STRONGEST_BASIC>
0.7362666871259904

> <JCHEM_POLAR_SURFACE_AREA>
78.46

> <JCHEM_REFRACTIVITY>
131.3612

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,12S,14E,15S,16R,19R,20S)-14-ethylidene-12,19-dimethyl-21-oxo-18-oxa-2,12-diazahexacyclo[10.9.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,20}]henicosa-3(8),4,6-trien-12-ium-16-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  O   UNK     0      -2.378  -2.220   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.223  -1.109   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.858   0.199   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.003   1.372   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.874   1.397   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.074  -0.130   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.852  -0.469   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.719   0.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.519   1.744   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.096   2.334   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.543   1.658   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0      -0.318   2.467   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.935   1.618   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.048   0.986   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.881   3.120   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.826   2.736   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.190   4.421   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.859   5.012   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.947  -0.279   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.299   0.449   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.602   1.725   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.835   3.205   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       2.739   3.371   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.309  -0.878   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.568  -2.298   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.047  -2.490   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.442  -3.983   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      -0.486  -2.633   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       0.256  -1.258   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       1.795  -1.291   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       1.182   0.596   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0      -0.358   0.616   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4   11   19                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    3   12   14   15                                             
CONECT   12   11   13                                                       
CONECT   13   12   19                                                       
CONECT   14   11                                                            
CONECT   15   11   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19    3    6   13   20                                             
CONECT   20   19   21   24   31                                             
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    2   26   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   20   16   32                                             
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆N₂O₄

Average Mass

394.4710 Da

Monoisotopic Mass

394.18926 Da

IUPAC Name

(1R,12S,14E,15S,16R,19R,20S)-14-ethylidene-12,19-dimethyl-21-oxo-18-oxa-2,12-diazahexacyclo[10.9.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,20}]henicosa-3(8),4,6-trien-12-ium-16-carboxylate

Traditional Name

(1R,12S,14E,15S,16R,19R,20S)-14-ethylidene-12,19-dimethyl-21-oxo-18-oxa-2,12-diazahexacyclo[10.9.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,20}]henicosa-3(8),4,6-trien-12-ium-16-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@]1(C)OC[C@@]2(C([O-])=O)[C@]3([H])\C(C[N@+]4(C)CCC22C5=C(N[C@@]42C(=O)[C@]13[H])C=CC=C5)=C/C

InChI Identifier

InChI=1S/C23H26N2O4/c1-4-14-11-25(3)10-9-22-15-7-5-6-8-16(15)24-23(22,25)19(26)17-13(2)29-12-21(22,18(14)17)20(27)28/h4-8,13,17-18,24H,9-12H2,1-3H3/b14-4-/t13-,17-,18-,21+,22?,23+,25+/m1/s1

InChI Key

NPMHVVMAXQWWIQ-WDBVVBNTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	[email protected]	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alstonia Alstonia scholaris		Not Available
Alstonia Alstonia scholaris		Not Available

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	-1.8	ChemAxon
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	0.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	131.36 m³·mol⁻¹	ChemAxon
Polarizability	40.83 Å³	ChemAxon
Number of Rings	6	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for alstolarsine A (NP0350740)

MOL for NP0350740 (alstolarsine A)

3D MOL for NP0350740 (alstolarsine A)

3D SDF for NP0350740 (alstolarsine A)

3D-SDF for NP0350740 (alstolarsine A)

PDB for NP0350740 (alstolarsine A)

3D PDB for NP0350740 (alstolarsine A)

SMILES for NP0350740 (alstolarsine A)

INCHI for NP0350740 (alstolarsine A)

Structure for NP0350740 (alstolarsine A)

3D Structure for NP0350740 (alstolarsine A)