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Showing NP-Card for (+)-Aceatrovenetinone B (NP0351299)

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Record Information
Version2.0
Created at2025-07-08 22:03:12 UTC
Updated at2025-07-29 03:36:29 UTC
NP-MRD IDNP0351299
Natural Product DOIhttps://doi.org/10.57994/4291
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Aceatrovenetinone B
Description (+)-Aceatrovenetinone B was first documented in 2021 (PMID: 33279250). Based on a literature review very few articles have been published on (+)-Aceatrovenetinone B.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0351299 ((+)-Aceatrovenetinone B)


  Mrv2104 01122315132D          

 29 32  0  0  1  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0214   -2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -1.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
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 13 11  1  0  0  0  0
 13 14  1  6  0  0  0
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  9 15  1  0  0  0  0
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 17 19  2  0  0  0  0
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  6 27  1  0  0  0  0
 27 28  2  0  0  0  0
 20 29  2  0  0  0  0
M  END
Download

3D MOL for NP0351299 ((+)-Aceatrovenetinone B)

Download
3D SDF for NP0351299 ((+)-Aceatrovenetinone B)

  Mrv2104 01122315132D          

 29 32  0  0  1  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214   -2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -1.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  9 15  1  0  0  0  0
 11 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 21 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  2  0  0  0  0
 20 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0351299

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1OC2=C(C(O)=C3C(=O)[C@](O)(CC(C)=O)C(=O)C4=C(O)C=C(C)C2=C34)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O7/c1-8-6-11(24)13-14-12(8)18-16(21(4,5)10(3)29-18)17(25)15(14)20(27)22(28,19(13)26)7-9(2)23/h6,10,24-25,28H,7H2,1-5H3/t10-,22+/m1/s1

> <INCHI_KEY>
SJTGXQPVZQYOCL-STFLBKPXSA-N

> <FORMULA>
C22H22O7

> <MOLECULAR_WEIGHT>
398.411

> <EXACT_MASS>
398.136553048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
40.25342667152812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,9R)-3,5,7-trihydroxy-1,8,8,9-tetramethyl-5-(2-oxopropyl)-4H,5H,6H,8H,9H-phenaleno[1,2-b]furan-4,6-dione

> <JCHEM_LOGP>
3.8470694959999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.540949680003306

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.842079072928213

> <JCHEM_PKA_STRONGEST_BASIC>
-4.579768034158092

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
104.71649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S,9R)-3,5,7-trihydroxy-1,8,8,9-tetramethyl-5-(2-oxopropyl)-9H-phenaleno[1,2-b]furan-4,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0351299 ((+)-Aceatrovenetinone B)
Download
PDB for NP0351299 ((+)-Aceatrovenetinone B)
HEADER    PROTEIN                                 12-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-JAN-23         0                                  
HETATM    1  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.467  -3.556   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.578  -1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.507  -4.193   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.807  -3.757   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.183  -2.043   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.173  -3.222   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.646  -4.669   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.689  -2.955   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   27                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12   13   16                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    9                                                       
CONECT   16   11                                                            
CONECT   17   10   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    7   20                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   23   27                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   21    6   28                                                  
CONECT   28   27                                                            
CONECT   29   20                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

Download
3D PDB for NP0351299 ((+)-Aceatrovenetinone B)
Download
SMILES for NP0351299 ((+)-Aceatrovenetinone B)
C[C@H]1OC2=C(C(O)=C3C(=O)[C@](O)(CC(C)=O)C(=O)C4=C(O)C=C(C)C2=C34)C1(C)C
Download
INCHI for NP0351299 ((+)-Aceatrovenetinone B)
InChI=1S/C22H22O7/c1-8-6-11(24)13-14-12(8)18-16(21(4,5)10(3)29-18)17(25)15(14)20(27)22(28,19(13)26)7-9(2)23/h6,10,24-25,28H,7H2,1-5H3/t10-,22+/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC22H22O7
Average Mass398.4110 Da
Monoisotopic Mass398.13655 Da
IUPAC Name(5S,9R)-3,5,7-trihydroxy-1,8,8,9-tetramethyl-5-(2-oxopropyl)-4H,5H,6H,8H,9H-phenaleno[1,2-b]furan-4,6-dione
Traditional Name(5S,9R)-3,5,7-trihydroxy-1,8,8,9-tetramethyl-5-(2-oxopropyl)-9H-phenaleno[1,2-b]furan-4,6-dione
CAS Registry NumberNot Available
SMILES
C[C@H]1OC2=C(C(O)=C3C(=O)[C@](O)(CC(C)=O)C(=O)C4=C(O)C=C(C)C2=C34)C1(C)C
InChI Identifier
InChI=1S/C22H22O7/c1-8-6-11(24)13-14-12(8)18-16(21(4,5)10(3)29-18)17(25)15(14)20(27)22(28,19(13)26)7-9(2)23/h6,10,24-25,28H,7H2,1-5H3/t10-,22+/m1/s1
InChI KeySJTGXQPVZQYOCL-STFLBKPXSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 399 MHz, CDCl3, experimental)maihieu@snu.ac.krSeoul National UniversityVan-Hieu, MAI2025-07-08View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, CDCl3, experimental)maihieu@snu.ac.krSeoul National UniversityVan-Hieu, MAI2025-07-08View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Penicillium sp. CNUFC-EML-48 
      Not Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.85ChemAxon
pKa (Strongest Acidic)7.84ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.13 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity104.72 m³·mol⁻¹ChemAxon
Polarizability40.25 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Yang SQ, Mandi A, Li XM, Liu H, Li X, Balazs Kiraly S, Kurtan T, Wang BG: Separation and configurational assignment of stereoisomeric phenalenones from the marine mangrove-derived fungus Penicillium herquei MA-370. Bioorg Chem. 2021 Jan;106:104477. doi: 10.1016/j.bioorg.2020.104477. Epub 2020  Nov 18. [PubMed:33279250  ]