NP-MRD: Showing NP-Card for Andrognathine A (NP0351265)

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Record Information

Version

2.0

Created at

2025-07-02 18:45:17 UTC

Updated at

2025-07-04 00:04:33 UTC

NP-MRD ID

NP0351265

Natural Product DOI

https://doi.org/10.57994/4256

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Andrognathine A

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01062311552D          

 30 31  0  0  1  0            999 V2000
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152   -7.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -8.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8020   -7.4295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -9.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -7.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 15  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 19  8  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END


  Mrv2104 01062311552D          

 30 31  0  0  1  0            999 V2000
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152   -7.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -8.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8020   -7.4295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -9.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -7.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 15  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 19  8  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0351265

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCCN1CC[C@@H](C)[C@@]2([H])[C@H](OC(=O)CCCC)[C@@H](OC(=O)CCC)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H39NO4/c1-6-8-12-20(26)28-23(22(16(3)4)27-19(25)10-7-2)21-17(5)13-15-24-14-9-11-18(21)24/h17-18,21-23H,3,6-15H2,1-2,4-5H3/t17-,18-,21-,22+,23+/m1/s1

> <INCHI_KEY>
FDPYKZFFCGRADT-JCEHTRRUSA-N

> <FORMULA>
C23H39NO4

> <MOLECULAR_WEIGHT>
393.568

> <EXACT_MASS>
393.28790874

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
45.513941754801046

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S)-1-[(7R,8R,8aR)-7-methyl-octahydroindolizin-8-yl]-2-(butanoyloxy)-3-methylbut-3-en-1-yl pentanoate

> <JCHEM_LOGP>
4.784041899666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.778092094020412

> <JCHEM_POLAR_SURFACE_AREA>
55.84

> <JCHEM_REFRACTIVITY>
110.62859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S)-1-[(7R,8R,8aR)-7-methyl-octahydroindolizin-8-yl]-2-(butanoyloxy)-3-methylbut-3-en-1-yl pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-JAN-23         0                                  
HETATM    1  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.002 -10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336 -13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.669 -10.780   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.337 -10.780   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.003 -13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.908 -14.336   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       8.002 -13.860   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      10.669 -15.400   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      10.830 -13.868   0.000  0.00  0.00           H+0
HETATM   23  N   UNK     0      10.669 -16.940   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      12.134 -17.416   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.039 -16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.134 -14.924   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336 -17.710   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002 -15.400   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   11                                                            
CONECT   16    9   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    8   20   21   29                                             
CONECT   20   19                                                            
CONECT   21   19   22   23   26                                             
CONECT   22   21                                                            
CONECT   23   21   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   19   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₉NO₄

Average Mass

393.5680 Da

Monoisotopic Mass

393.28791 Da

IUPAC Name

(1S,2S)-1-[(7R,8R,8aR)-7-methyl-octahydroindolizin-8-yl]-2-(butanoyloxy)-3-methylbut-3-en-1-yl pentanoate

Traditional Name

(1S,2S)-1-[(7R,8R,8aR)-7-methyl-octahydroindolizin-8-yl]-2-(butanoyloxy)-3-methylbut-3-en-1-yl pentanoate

CAS Registry Number

Not Available

SMILES

[H][C@]12CCCN1CC[C@@H](C)[C@@]2([H])[C@H](OC(=O)CCCC)[C@@H](OC(=O)CCC)C(C)=C

InChI Identifier

InChI=1S/C23H39NO4/c1-6-8-12-20(26)28-23(22(16(3)4)27-19(25)10-7-2)21-17(5)13-15-24-14-9-11-18(21)24/h17-18,21-23H,3,6-15H2,1-2,4-5H3/t17-,18-,21-,22+,23+/m1/s1

InChI Key

FDPYKZFFCGRADT-JCEHTRRUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
H2BC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	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
Andrognathus corticarius		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	4.78	ChemAxon
pKa (Strongest Basic)	10.78	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.84 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	110.63 m³·mol⁻¹	ChemAxon
Polarizability	45.51 Å³	ChemAxon
Number of Rings	2	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

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 Andrognathine A (NP0351265)

MOL for NP0351265 (Andrognathine A)

3D MOL for NP0351265 (Andrognathine A)

3D SDF for NP0351265 (Andrognathine A)

3D-SDF for NP0351265 (Andrognathine A)

PDB for NP0351265 (Andrognathine A)

3D PDB for NP0351265 (Andrognathine A)

SMILES for NP0351265 (Andrognathine A)

INCHI for NP0351265 (Andrognathine A)

Structure for NP0351265 (Andrognathine A)

3D Structure for NP0351265 (Andrognathine A)