NP-MRD: Showing NP-Card for Aspergillol B (NP0351540)

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Record Information

Version

2.0

Created at

2025-09-14 03:48:02 UTC

Updated at

2025-10-07 03:35:17 UTC

NP-MRD ID

NP0351540

Natural Product DOI

https://doi.org/10.57994/4587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspergillol B

Description

Aspergillol B was first documented in 2022 (PMID: 35147845). Based on a literature review very few articles have been published on Aspergillol B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03202320592D          

 23 25  0  0  0  0            999 V2000
    5.4790    0.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461    2.4305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366    3.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    1.3430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    0.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.8219    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705    2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    3.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503    3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083    3.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.3355    0.0000 Cl  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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  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
 10 18  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  2  0  0  0  0
  8 22  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351540

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(Cl)C(O)=CC2=C1OC1=C(Cl)C(O)=C(Cl)C(C)=C1C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C15H9Cl3O5/c1-4-8-14(11(18)12(20)10(4)17)23-13-5(2)9(16)6(19)3-7(13)22-15(8)21/h3,19-20H,1-2H3

> <INCHI_KEY>
JWHBPJIKRWCTPA-UHFFFAOYSA-N

> <FORMULA>
C15H9Cl3O5

> <MOLECULAR_WEIGHT>
375.58

> <EXACT_MASS>
373.9515565

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
33.60897301362698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,13,15-trichloro-6,14-dihydroxy-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>
5.19356876

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.825098549841807

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.415059596879867

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8109639669518898

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
86.50229999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5,13,15-trichloro-6,14-dihydroxy-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  O   UNK     0      10.227   1.534   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.099   2.582   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.441   4.083   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0      10.913   4.537   0.000  0.00  0.00          Cl+0
HETATM    5  C   UNK     0       8.312   5.130   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.655   6.632   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.841   4.677   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.498   3.175   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.111   2.507   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.723   3.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.594   2.128   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.937   0.626   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.123   2.582   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      -0.006   1.534   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       0.780   4.083   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.692   4.537   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.909   5.130   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.380   4.677   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.341   5.881   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.881   5.881   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.549   7.268   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.627   2.128   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       7.284   0.626   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   20                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
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                                                       
CONECT   18   10   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    7   21                                                  
CONECT   21   20                                                            
CONECT   22    8    2   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₉Cl₃O₅

Average Mass

375.5800 Da

Monoisotopic Mass

373.95156 Da

IUPAC Name

5,13,15-trichloro-6,14-dihydroxy-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

5,13,15-trichloro-6,14-dihydroxy-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

CC1=C(Cl)C(O)=CC2=C1OC1=C(Cl)C(O)=C(Cl)C(C)=C1C(=O)O2

InChI Identifier

InChI=1S/C15H9Cl3O5/c1-4-8-14(11(18)12(20)10(4)17)23-13-5(2)9(16)6(19)3-7(13)22-15(8)21/h3,19-20H,1-2H3

InChI Key

JWHBPJIKRWCTPA-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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
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
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
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

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	5.19	ChemAxon
pKa (Strongest Acidic)	5.42	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.5 m³·mol⁻¹	ChemAxon
Polarizability	33.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Araujo IF, Marinho VHS, Sena IDS, Curti JM, Ramos RDS, Ferreira RMA, Souto RNP, Ferreira IM: Larvicidal activity against Aedes aegypti and molecular docking studies of compounds extracted from the endophytic fungus Aspergillus sp. isolated from Bertholletia excelsa Humn. & Bonpl. Biotechnol Lett. 2022 Mar;44(3):439-459. doi: 10.1007/s10529-022-03220-7. Epub 2022 Feb 11. [PubMed:35147845 ]

Showing NP-Card for Aspergillol B (NP0351540)

MOL for NP0351540 (Aspergillol B)

3D MOL for NP0351540 (Aspergillol B)

3D SDF for NP0351540 (Aspergillol B)

3D-SDF for NP0351540 (Aspergillol B)

PDB for NP0351540 (Aspergillol B)

3D PDB for NP0351540 (Aspergillol B)

SMILES for NP0351540 (Aspergillol B)

INCHI for NP0351540 (Aspergillol B)

Structure for NP0351540 (Aspergillol B)

3D Structure for NP0351540 (Aspergillol B)