NP-MRD: Showing NP-Card for Aspergilfuranone E (NP0350965)

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Record Information

Version

2.0

Created at

2025-04-17 17:13:54 UTC

Updated at

2025-04-19 00:03:00 UTC

NP-MRD ID

NP0350965

Natural Product DOI

https://doi.org/10.57994/3951

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspergilfuranone E

Description

Aspergilfuranone E was first documented in 2025 (PMID: 40133212). Based on a literature review very few articles have been published on Aspergilfuranone E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01282319402D          

 21 23  0  0  1  0            999 V2000
    0.8888   -3.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737   -2.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187   -2.0372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5354   -2.6206    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3341   -1.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2790   -2.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351   -1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6220   -0.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987   -2.8218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536   -2.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.5523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1912   -0.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3812   -0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8011   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    0.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8161    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    1.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461    0.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  6  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(C(=O)OC[C@@]1(O)CC1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O3/c18-16-15(14-9-5-2-6-10-14)17(19,12-20-16)11-13-7-3-1-4-8-13/h1-10,15,19H,11-12H2/t15-,17-/m0/s1

> <INCHI_KEY>
JRBFYNZOOPHOAD-RDJZCZTQSA-N

> <FORMULA>
C17H16O3

> <MOLECULAR_WEIGHT>
268.312

> <EXACT_MASS>
268.109944375

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.191942702947692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4R)-4-benzyl-4-hydroxy-3-phenyloxolan-2-one

> <JCHEM_LOGP>
2.8442484456666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.306429567582057

> <JCHEM_PKA_STRONGEST_BASIC>
-3.539567652926705

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
75.44230000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-4-benzyl-4-hydroxy-3-phenyloxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JAN-23         0                                  
HETATM    1  O   UNK     0       1.659  -6.513   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.564  -5.267   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.088  -3.803   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       0.999  -4.892   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       0.624  -3.327   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.521  -4.357   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.985  -3.881   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.306  -2.375   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.161  -1.345   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.304  -1.821   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.104  -5.267   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.580  -3.803   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.334  -2.898   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.090  -1.556   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.578  -1.556   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.362  -0.230   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.606   1.111   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.390   2.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.930   2.421   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.686   1.079   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.902  -0.246   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    5   13                                             
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    2   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    3   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₃

Average Mass

268.3120 Da

Monoisotopic Mass

268.10994 Da

IUPAC Name

(3R,4R)-4-benzyl-4-hydroxy-3-phenyloxolan-2-one

Traditional Name

(3R,4R)-4-benzyl-4-hydroxy-3-phenyloxolan-2-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C(=O)OC[C@@]1(O)CC1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H16O3/c18-16-15(14-9-5-2-6-10-14)17(19,12-20-16)11-13-7-3-1-4-8-13/h1-10,15,19H,11-12H2/t15-,17-/m0/s1

InChI Key

JRBFYNZOOPHOAD-RDJZCZTQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.153705926 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.153705926, C2D6OS, simulated)	zhangaoyuan@qdio.ac.cn	The Institute of Oceanology, Chinese Academy of Sciences	Zhang Aoyuan	2025-04-16	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Co-culture "Penicillium brocae MA-231" & "Curvularia spicifera QA-26"		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	2.84	ChemAxon
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.44 m³·mol⁻¹	ChemAxon
Polarizability	28.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Zhang AY, Shi XS, Wang BG, Meng LH: New Curvularin and Norlignanolide Derivatives From Cocultures of Marine Mangrove Endophytic Fungus Penicillium brocae MA-231 and Phytopathogen Curvularia spicifera QA-26. Chem Biodivers. 2025 Mar 25:e202500761. doi: 10.1002/cbdv.202500761. [PubMed:40133212 ]
DOI: 10.1002/cbdv.202500761
PMID: 40133212

Showing NP-Card for Aspergilfuranone E (NP0350965)

MOL for NP0350965 (Aspergilfuranone E)

3D MOL for NP0350965 (Aspergilfuranone E)

3D SDF for NP0350965 (Aspergilfuranone E)

3D-SDF for NP0350965 (Aspergilfuranone E)

PDB for NP0350965 (Aspergilfuranone E)

3D PDB for NP0350965 (Aspergilfuranone E)

SMILES for NP0350965 (Aspergilfuranone E)

INCHI for NP0350965 (Aspergilfuranone E)

Structure for NP0350965 (Aspergilfuranone E)

3D Structure for NP0350965 (Aspergilfuranone E)