NP-MRD: Showing NP-Card for alstolarsine D (NP0350743)

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Record Information

Version

2.0

Created at

2025-02-25 19:53:20 UTC

Updated at

2025-03-20 22:35:40 UTC

NP-MRD ID

NP0350743

Natural Product DOI

https://doi.org/10.57994/3726

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alstolarsine D

Description

Based on a literature review very few articles have been published on alstolarsine D.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252320002D          

 29 34  0  0  1  0            999 V2000
   -1.5147   -0.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298   -0.1752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6284    0.1451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005   -0.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867    0.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339    0.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0144   -0.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436    0.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684    1.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    0.5044    0.0000 N   0  3  2  0  0  0  0  0  0  0  0  0
   -0.8510   -0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373    1.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6132    0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106    1.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525   -1.0749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8800   -1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -1.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8692   -1.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -1.9455    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.6682   -0.9669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8200   -1.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.8464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420   -1.3264    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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20  2  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 11 23  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 20 28  1  0  0  0  0
 22 29  1  0  0  0  0
M  CHG  2  14   1  25  -1
M  END


  Mrv2104 05252320002D          

 29 34  0  0  1  0            999 V2000
   -1.5147   -0.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298   -0.1752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6284    0.1451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005   -0.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867    0.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339    0.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0144   -0.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436    0.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684    1.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    0.5044    0.0000 N   0  3  2  0  0  0  0  0  0  0  0  0
   -0.8510   -0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373    1.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6132    0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106    1.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525   -1.0749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8800   -1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -1.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8692   -1.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -1.9455    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.6682   -0.9669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8200   -1.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.8464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420   -1.3264    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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20  2  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 11 23  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 20 28  1  0  0  0  0
 22 29  1  0  0  0  0
M  CHG  2  14   1  25  -1
M  END
> <DATABASE_ID>
NP0350743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C12\C(C[N@+]3(C)CCC45C6=C(N[C@@]34C(=O)[C@]1(C)OCC25C([O-])=O)C=CC=C6)=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O4/c1-4-13-11-24(3)10-9-21-14-7-5-6-8-15(14)23-22(21,24)17(25)19(2)16(13)20(21,12-28-19)18(26)27/h4-8,16,23H,9-12H2,1-3H3/b13-4-/t16?,19-,20?,21?,22+,24+/m1/s1

> <INCHI_KEY>
MSPKIIYFLGGJKT-PBHUBDHCSA-N

> <FORMULA>
C22H24N2O4

> <MOLECULAR_WEIGHT>
380.444

> <EXACT_MASS>
380.173607261

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.04937247265195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,12S,14E,19R)-14-ethylidene-12,19-dimethyl-20-oxo-18-oxa-2,12-diazahexacyclo[10.8.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,19}]icosa-3(8),4,6-trien-12-ium-16-carboxylate

> <JCHEM_LOGP>
-1.8846097204717447

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.991335977599821

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.022373457820758

> <JCHEM_PKA_STRONGEST_BASIC>
0.6316088589037054

> <JCHEM_POLAR_SURFACE_AREA>
78.46

> <JCHEM_REFRACTIVITY>
126.7217

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,12S,14E,19R)-14-ethylidene-12,19-dimethyl-20-oxo-18-oxa-2,12-diazahexacyclo[10.8.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,19}]icosa-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      -2.827  -0.788   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.303  -1.004   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.056  -0.327   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.173   0.271   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.988  -0.580   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.211   0.944   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.642   1.513   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.850   0.558   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.627  -0.966   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.196  -1.535   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.050  -0.508   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.135   1.284   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.688   2.105   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.691   0.942   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0      -1.589  -0.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.256   2.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.145   1.239   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.446   2.062   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.964   1.803   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.285  -2.007   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.643  -2.733   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.319  -0.967   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.971  -1.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.489  -2.188   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.026  -3.632   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0       4.981  -1.805   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.531  -3.468   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.009  -3.447   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       1.012  -2.476   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4   11   14                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    3    6   12   23                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    3   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    2   21   22   28                                             
CONECT   21   20                                                            
CONECT   22   20   17   23   29                                             
CONECT   23   22   24   11   27                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   20                                                       
CONECT   29   22                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄N₂O₄

Average Mass

380.4440 Da

Monoisotopic Mass

380.17361 Da

IUPAC Name

(1R,12S,14E,19R)-14-ethylidene-12,19-dimethyl-20-oxo-18-oxa-2,12-diazahexacyclo[10.8.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,19}]icosa-3(8),4,6-trien-12-ium-16-carboxylate

Traditional Name

(1R,12S,14E,19R)-14-ethylidene-12,19-dimethyl-20-oxo-18-oxa-2,12-diazahexacyclo[10.8.0.0^{1,9}.0^{3,8}.0^{9,16}.0^{15,19}]icosa-3(8),4,6-trien-12-ium-16-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C12\C(C[N@+]3(C)CCC45C6=C(N[C@@]34C(=O)[C@]1(C)OCC25C([O-])=O)C=CC=C6)=C/C

InChI Identifier

InChI=1S/C22H24N2O4/c1-4-13-11-24(3)10-9-21-14-7-5-6-8-15(14)23-22(21,24)17(25)19(2)16(13)20(21,12-28-19)18(26)27/h4-8,16,23H,9-12H2,1-3H3/b13-4-/t16?,19-,20?,21?,22+,24+/m1/s1

InChI Key

MSPKIIYFLGGJKT-PBHUBDHCSA-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)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	lanzhou jiaotong university	Hong-Ying Yang	2025-02-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	yanghy@mail.lzjtu.cn	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

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	-1.9	ChemAxon
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	0.63	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	126.72 m³·mol⁻¹	ChemAxon
Polarizability	39.05 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 D (NP0350743)

MOL for NP0350743 (alstolarsine D)

3D MOL for NP0350743 (alstolarsine D)

3D SDF for NP0350743 (alstolarsine D)

3D-SDF for NP0350743 (alstolarsine D)

PDB for NP0350743 (alstolarsine D)

3D PDB for NP0350743 (alstolarsine D)

SMILES for NP0350743 (alstolarsine D)

INCHI for NP0350743 (alstolarsine D)

Structure for NP0350743 (alstolarsine D)

3D Structure for NP0350743 (alstolarsine D)