NP-MRD: Showing NP-Card for Andrognathanol A (NP0351271)

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Record Information

Version

2.0

Created at

2025-07-02 18:57:58 UTC

Updated at

2025-07-04 00:04:33 UTC

NP-MRD ID

NP0351271

Natural Product DOI

https://doi.org/10.57994/4262

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Andrognathanol A

Description

Based on a literature review very few articles have been published on Andrognathanol A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01062312082D          

 32 35  0  0  1  0            999 V2000
    4.4222   -0.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7628   -0.3548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8624    0.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030    0.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439    0.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -0.1822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5791   -0.5761    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1963   -1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -1.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839   -0.0072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0313   -0.0151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5136    0.6043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3225    0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -0.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -0.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6595   -1.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9403    0.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8674    1.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430   -0.5571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8541   -0.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.5283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5769    1.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    1.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131    3.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    2.1520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305    0.3437    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9298    0.7560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6594    1.5354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    1.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745   -1.0043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
 10  7  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  2  0  0  0  0
 11 19  1  0  0  0  0
 19  9  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 10 27  1  1  0  0  0
 10 28  1  0  0  0  0
 28 21  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
  5 30  1  0  0  0  0
  6 31  1  1  0  0  0
  6 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END


  Mrv2104 01062312082D          

 32 35  0  0  1  0            999 V2000
    4.4222   -0.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7628   -0.3548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8624    0.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030    0.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439    0.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -0.1822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5791   -0.5761    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1963   -1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -1.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839   -0.0072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0313   -0.0151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5136    0.6043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3225    0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -0.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -0.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6595   -1.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9403    0.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8674    1.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430   -0.5571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8541   -0.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.5283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5769    1.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    1.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9131    3.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    2.1520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305    0.3437    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9298    0.7560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6594    1.5354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    1.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745   -1.0043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
 10  7  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  2  0  0  0  0
 11 19  1  0  0  0  0
 19  9  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 10 27  1  1  0  0  0
 10 28  1  0  0  0  0
 28 21  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
  5 30  1  0  0  0  0
  6 31  1  1  0  0  0
  6 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351271

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CN3CC[C@H](O)C[C@]3([H])[C@@H]3CC[C@](C)([C@H]1OC(=O)CC)[C@@H](OC(=O)CC(C)O)[C@]23[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H35NO6/c1-4-17(26)28-20-15-11-23-8-6-13(25)10-16(23)14-5-7-22(20,3)21(19(14)15)29-18(27)9-12(2)24/h12-16,19-21,24-25H,4-11H2,1-3H3/t12?,13-,14-,15+,16+,19-,20-,21-,22?/m0/s1

> <INCHI_KEY>
LNGPBTGCCPMFNV-LHSPPYPMSA-N

> <FORMULA>
C22H35NO6

> <MOLECULAR_WEIGHT>
409.523

> <EXACT_MASS>
409.246437851

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.62196284645131

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,6S,8R,9R,12S,13S,14S,15S)-6-hydroxy-12-methyl-15-(propanoyloxy)-3-azatetracyclo[10.2.1.0^{3,8}.0^{9,14}]pentadecan-13-yl 3-hydroxybutanoate

> <JCHEM_LOGP>
0.6165247906666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.60545691733443

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.971269289650127

> <JCHEM_PKA_STRONGEST_BASIC>
9.711770293719995

> <JCHEM_POLAR_SURFACE_AREA>
96.30000000000001

> <JCHEM_REFRACTIVITY>
105.64219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,6S,8R,9R,12S,13S,14S,15S)-6-hydroxy-12-methyl-15-(propanoyloxy)-3-azatetracyclo[10.2.1.0^{3,8}.0^{9,14}]pentadecan-13-yl 3-hydroxybutanoate

> <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       8.255  -1.588   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.024  -0.662   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.210   0.866   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.979   1.792   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.562   1.189   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.376  -0.340   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.948  -1.075   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.233  -2.484   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.653  -2.537   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.837  -0.014   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.058  -0.028   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.959   1.128   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.469   0.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.962  -0.634   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.471  -0.936   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.964  -2.395   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.489   0.220   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.486   1.982   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.080  -1.040   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.594  -1.321   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.099   0.986   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.077   1.981   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.803   3.497   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.978   4.492   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.704   6.007   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.647   4.017   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       3.230   0.642   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       1.736   1.411   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0       1.231   2.866   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0       3.262   2.081   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       4.246  -1.875   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0       5.607  -1.266   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7   31   32                                             
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   19                                                       
CONECT   10    7   11   27   28                                             
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13                                                            
CONECT   19   11    9   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   10                                                            
CONECT   28   10   21   29   30                                             
CONECT   29   28                                                            
CONECT   30   28    5                                                       
CONECT   31    6                                                            
CONECT   32    6    2                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₅NO₆

Average Mass

409.5230 Da

Monoisotopic Mass

409.24644 Da

IUPAC Name

(1S,6S,8R,9R,12S,13S,14S,15S)-6-hydroxy-12-methyl-15-(propanoyloxy)-3-azatetracyclo[10.2.1.0^{3,8}.0^{9,14}]pentadecan-13-yl 3-hydroxybutanoate

Traditional Name

(1S,6S,8R,9R,12S,13S,14S,15S)-6-hydroxy-12-methyl-15-(propanoyloxy)-3-azatetracyclo[10.2.1.0^{3,8}.0^{9,14}]pentadecan-13-yl 3-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

[H][C@]12CN3CC[C@H](O)C[C@]3([H])[C@@H]3CC[C@](C)([C@H]1OC(=O)CC)[C@@H](OC(=O)CC(C)O)[C@]23[H]

InChI Identifier

InChI=1S/C22H35NO6/c1-4-17(26)28-20-15-11-23-8-6-13(25)10-16(23)14-5-7-22(20,3)21(19(14)15)29-18(27)9-12(2)24/h12-16,19-21,24-25H,4-11H2,1-3H3/t12?,13-,14-,15+,16+,19-,20-,21-,22?/m0/s1

InChI Key

LNGPBTGCCPMFNV-LHSPPYPMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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
ROESY 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, 600 MHz, C2D6OS, experimental)	banksmp1@gmail.com	Virginia Tech	Paige Banks	2025-07-02	View Spectrum
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

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	0.62	ChemAxon
pKa (Strongest Acidic)	14.97	ChemAxon
pKa (Strongest Basic)	9.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.64 m³·mol⁻¹	ChemAxon
Polarizability	44.62 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	Yes	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 Andrognathanol A (NP0351271)

MOL for NP0351271 (Andrognathanol A)

3D MOL for NP0351271 (Andrognathanol A)

3D SDF for NP0351271 (Andrognathanol A)

3D-SDF for NP0351271 (Andrognathanol A)

PDB for NP0351271 (Andrognathanol A)

3D PDB for NP0351271 (Andrognathanol A)

SMILES for NP0351271 (Andrognathanol A)

INCHI for NP0351271 (Andrognathanol A)

Structure for NP0351271 (Andrognathanol A)

3D Structure for NP0351271 (Andrognathanol A)