NP-MRD: Showing NP-Card for Aspergillol E (NP0351543)

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Record Information

Version

2.0

Created at

2025-09-14 03:54:10 UTC

Updated at

2025-10-07 03:35:23 UTC

NP-MRD ID

NP0351543

Natural Product DOI

https://doi.org/10.57994/4590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspergillol E

Description

Based on a literature review very few articles have been published on Aspergillol E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03202321052D          

 25 27  0  0  0  0            999 V2000
   -0.3705   -1.6055    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917   -0.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    0.4895    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    0.0031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   -1.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366   -2.7278    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -2.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673   -3.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -2.7278    0.0000 C   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
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 19  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  8 23  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351543

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Cl)C(C)=C2C(OC3=C(OC2=O)C(Cl)=C(O)C(Cl)=C3C)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H10Cl4O5/c1-4-6-13(10(20)14(23-3)8(4)18)24-12-5(2)7(17)11(21)9(19)15(12)25-16(6)22/h21H,1-3H3

> <INCHI_KEY>
MHZAWMCGDDNLAX-UHFFFAOYSA-N

> <FORMULA>
C16H10Cl4O5

> <MOLECULAR_WEIGHT>
424.05

> <EXACT_MASS>
421.9282342

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
37.858179906343764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,13,15-tetrachloro-6-hydroxy-14-methoxy-4,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

> <JCHEM_LOGP>
5.943507492333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.485616594668564

> <JCHEM_PKA_STRONGEST_BASIC>
-3.786541350040006

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
95.78939999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5,7,13,15-tetrachloro-6-hydroxy-14-methoxy-4,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-23         0                                  
HETATM    1 Cl   UNK     0      -0.692  -2.997   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0       0.780  -2.543   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.123  -1.042   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.006   0.006   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.478  -0.448   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.594  -0.588   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       2.937   0.914   0.000  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       3.723  -1.635   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.111  -0.967   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.498  -1.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.627  -0.588   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.284   0.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.099  -1.042   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      10.227   0.006   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       9.441  -2.543   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.913  -2.997   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.312  -3.590   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       8.655  -5.092   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       6.841  -3.137   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.881  -4.341   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.341  -4.341   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.672  -5.728   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.380  -3.137   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.909  -3.590   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.566  -5.092   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   23                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   10   17   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23    8   21   24                                                  
CONECT   24   23    2   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₀Cl₄O₅

Average Mass

424.0500 Da

Monoisotopic Mass

421.92823 Da

IUPAC Name

5,7,13,15-tetrachloro-6-hydroxy-14-methoxy-4,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

Traditional Name

5,7,13,15-tetrachloro-6-hydroxy-14-methoxy-4,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

CAS Registry Number

Not Available

SMILES

COC1=C(Cl)C(C)=C2C(OC3=C(OC2=O)C(Cl)=C(O)C(Cl)=C3C)=C1Cl

InChI Identifier

InChI=1S/C16H10Cl4O5/c1-4-6-13(10(20)14(23-3)8(4)18)24-12-5(2)7(17)11(21)9(19)15(12)25-16(6)22/h21H,1-3H3

InChI Key

MHZAWMCGDDNLAX-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	2397199846@qq.com	State Key Laboratory of Tropical Oceanography, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China	Liu Yang	2025-09-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	2397199846@qq.com	State Key Laboratory of Tropical Oceanography, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China	Liu Yang	2025-09-14	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	2397199846@qq.com	State Key Laboratory of Tropical Oceanography, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China	Liu Yang	2025-09-14	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C2D6OS, experimental)	2397199846@qq.com	State Key Laboratory of Tropical Oceanography, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China	Liu Yang	2025-09-14	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
sp. Aspergillus		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	5.94	ChemAxon
pKa (Strongest Acidic)	6.49	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	95.79 m³·mol⁻¹	ChemAxon
Polarizability	37.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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 Aspergillol E (NP0351543)

MOL for NP0351543 (Aspergillol E)

3D MOL for NP0351543 (Aspergillol E)

3D SDF for NP0351543 (Aspergillol E)

3D-SDF for NP0351543 (Aspergillol E)

PDB for NP0351543 (Aspergillol E)

3D PDB for NP0351543 (Aspergillol E)

SMILES for NP0351543 (Aspergillol E)

INCHI for NP0351543 (Aspergillol E)

Structure for NP0351543 (Aspergillol E)

3D Structure for NP0351543 (Aspergillol E)