NP-MRD: Showing NP-Card for Preaustinoid A3 (NP0331478)

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Record Information

Version

1.0

Created at

2023-01-30 20:01:05 UTC

Updated at

2024-05-11 15:40:44 UTC

NP-MRD ID

NP0331478

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Preaustinoid A3

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv1652301302321012D          

 33 36  0  0  1  0            999 V2000
    3.5924    3.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8724    3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776    2.2018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2717    2.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7821    1.7772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802    1.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410    0.8886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    1.0573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580    2.6052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8759    1.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    3.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    4.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7320    4.3425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8294    5.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4516    3.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    3.1449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4530    3.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3669    2.6953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998    4.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349    3.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    4.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589    3.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170    2.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165    2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401    3.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8641    4.0098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646    3.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1666    4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3157    4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2396    3.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    2.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820    2.0146    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  2  0  0  0  0
  3  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 16 20  2  0  0  0  0
 12 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 26 31  2  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
 10 33  1  0  0  0  0
M  END


  Mrv1652301302321012D          

 33 36  0  0  1  0            999 V2000
    3.5924    3.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8724    3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776    2.2018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2717    2.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7821    1.7772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802    1.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410    0.8886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    1.0573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580    2.6052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8759    1.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5344    3.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    4.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7320    4.3425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8294    5.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4516    3.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    3.1449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4530    3.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3669    2.6953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998    4.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349    3.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    4.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589    3.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170    2.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165    2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401    3.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8641    4.0098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646    3.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1666    4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3157    4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2396    3.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    2.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820    2.0146    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  2  0  0  0  0
  3  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 16 20  2  0  0  0  0
 12 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 26 31  2  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
 10 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331478

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]12C(=C)[C@@](C)(CC3=C(C)C4(CC[C@]13C)C=CC(=O)OC4(C)C)C(=O)[C@](C)(O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O7/c1-14-16-13-22(5)15(2)26(20(30)32-8,19(29)24(7,31)18(22)28)23(16,6)11-12-25(14)10-9-17(27)33-21(25,3)4/h9-10,31H,2,11-13H2,1,3-8H3/t22-,23+,24+,25?,26+/m1/s1

> <INCHI_KEY>
HYHJAMQARBFCBV-DKNRDMTCSA-N

> <FORMULA>
C26H32O7

> <MOLECULAR_WEIGHT>
456.535

> <EXACT_MASS>
456.21480337

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.24732305769453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1'S,2'S,9'R,11'S)-11'-hydroxy-2,2,2',6',9',11'-hexamethyl-13'-methylidene-6,10',12'-trioxo-2,6-dihydrospiro[pyran-3,5'-tricyclo[7.3.1.0^{2,7}]tridecan]-6'-ene-1'-carboxylate

> <JCHEM_LOGP>
3.5995709876666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.481300458688947

> <JCHEM_PKA_STRONGEST_BASIC>
-4.337879179369453

> <JCHEM_POLAR_SURFACE_AREA>
106.97000000000003

> <JCHEM_REFRACTIVITY>
121.18229999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1'S,2'S,9'R,11'S)-11'-hydroxy-2,2,2',6',9',11'-hexamethyl-13'-methylidene-6,10',12'-trioxospiro[pyran-3,5'-tricyclo[7.3.1.0^{2,7}]tridecan]-6'-ene-1'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JAN-23         0                                  
HETATM    1  C   UNK     0       6.706   6.800   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.362   6.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.625   4.110   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.107   4.527   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.060   3.317   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.443   2.581   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.677   1.659   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.495   0.129   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.028   1.974   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.282   4.863   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.502   3.339   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.864   6.346   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.617   7.689   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.100   8.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.282   9.635   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.443   7.353   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.860   5.871   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.312   6.384   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.151   5.031   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.653   8.306   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.372   6.725   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.955   8.208   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.297   5.623   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.778   4.520   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.271   4.900   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.688   6.382   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.613   7.485   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.121   7.105   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.311   8.583   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.589   8.572   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.181   6.762   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.714   4.140   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.206   3.761   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4    6   10                                             
CONECT    4    3    5   17                                                  
CONECT    5    4                                                            
CONECT    6    3    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    3   11   12   33                                             
CONECT   11   10                                                            
CONECT   12   10   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13    2   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17   20                                                  
CONECT   17   16    4   18   19                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16                                                            
CONECT   21   12   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28   32                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26                                                            
CONECT   32   23   33                                                       
CONECT   33   32   10                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₇

Average Mass

456.5350 Da

Monoisotopic Mass

456.21480 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]12C(=C)[C@@](C)(CC3=C(C)C4(CC[C@]13C)C=CC(=O)OC4(C)C)C(=O)[C@](C)(O)C2=O

InChI Identifier

InChI=1S/C26H32O7/c1-14-16-13-22(5)15(2)26(20(30)32-8,19(29)24(7,31)18(22)28)23(16,6)11-12-25(14)10-9-17(27)33-21(25,3)4/h9-10,31H,2,11-13H2,1,3-8H3/t22-,23+,24+,25?,26+/m1/s1

InChI Key

HYHJAMQARBFCBV-DKNRDMTCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCL3, experimental)	hyeriku@gmail.com	Not Available	Not Available	2024-05-11	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
sp. SSW03M2 GY		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

External Links

Not Available

References

General References

Ku H, Lee Y, Lee S, Lee JW, Kang HS, Joo HS, Shim SH: New meroterpenoids from a soil-derived fungus Penicillium sp. SSW03M2 GY and their anti-virulence activity. J Antibiot (Tokyo). 2023 Feb;76(2):57-64. doi: 10.1038/s41429-022-00587-7. Epub 2022 Dec 16. [PubMed:36526742 ]

Showing NP-Card for Preaustinoid A3 (NP0331478)

MOL for NP0331478 (Preaustinoid A3)

3D MOL for NP0331478 (Preaustinoid A3)

3D SDF for NP0331478 (Preaustinoid A3)

3D-SDF for NP0331478 (Preaustinoid A3)

PDB for NP0331478 (Preaustinoid A3)

3D PDB for NP0331478 (Preaustinoid A3)

SMILES for NP0331478 (Preaustinoid A3)

INCHI for NP0331478 (Preaustinoid A3)

Structure for NP0331478 (Preaustinoid A3)

3D Structure for NP0331478 (Preaustinoid A3)