NP-MRD: Showing NP-Card for Abundisporin E (NP0331911)

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Record Information

Version

2.0

Created at

2023-10-05 12:00:45 UTC

Updated at

2024-09-03 04:17:24 UTC

NP-MRD ID

NP0331911

Natural Product DOI

https://doi.org/10.57994/1023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Abundisporin E

Description

Abundisporin E belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on Abundisporin E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10052312002D          

 20 22  0  0  1  0            999 V2000
    1.7756   -2.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -1.9612    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5556   -1.2342    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1210   -0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9064   -1.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -1.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -2.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084   -2.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3410   -1.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8618    0.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9902   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -1.2084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2116   -0.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   -0.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641   -0.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   -1.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8148   -1.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -2.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002   -2.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  2 10  1  0  0  0  0
  5 11  2  0  0  0  0
  3 12  1  6  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
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331911

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC(=O)C3=COC=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-14-4-3-5-15(2,13(17)18)12(14)6-11(16)9-7-19-8-10(9)14/h7-8,12H,3-6H2,1-2H3,(H,17,18)/t12-,14-,15-/m1/s1

> <INCHI_KEY>
CFVFPBPNBGQUOR-BPLDGKMQSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.16425165877149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aR,6R,9aS)-6,9a-dimethyl-4-oxo-4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-6-carboxylic acid

> <JCHEM_LOGP>
2.499625743999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.912615796101068

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.329196378578198

> <JCHEM_PKA_STRONGEST_BASIC>
-3.028678532596671

> <JCHEM_POLAR_SURFACE_AREA>
67.50999999999999

> <JCHEM_REFRACTIVITY>
68.55310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5aR,6R,9aS)-6,9a-dimethyl-4-oxo-5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-23         0                                  
HETATM    1  C   UNK     0       3.314  -5.018   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.042  -3.661   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.770  -2.304   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.959  -0.995   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.420  -1.043   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.692  -2.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.196  -2.767   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.083  -4.303   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.509  -4.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.503  -3.709   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.609   0.266   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       5.582  -3.613   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       6.310  -2.256   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.995  -0.748   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.740  -1.684   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.960  -0.160   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.950  -2.637   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.121  -3.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.393  -4.922   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.854  -4.970   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10   20                                             
CONECT    3    2    4   12   13                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6    2                                                  
CONECT   11    5                                                            
CONECT   12    3                                                            
CONECT   13    3   14   15   18                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

(5aR,6R,9aS)-6,9a-dimethyl-4-oxo-4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-6-carboxylic acid

Traditional Name

(5aR,6R,9aS)-6,9a-dimethyl-4-oxo-5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC(=O)C3=COC=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O

InChI Identifier

InChI=1S/C15H18O4/c1-14-4-3-5-15(2,13(17)18)12(14)6-11(16)9-7-19-8-10(9)14/h7-8,12H,3-6H2,1-2H3,(H,17,18)/t12-,14-,15-/m1/s1

InChI Key

CFVFPBPNBGQUOR-BPLDGKMQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
FAILED_TO_DETECT NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, CD3OD, experimental)	sherif_elsayed@pharma.asu.edu.eg	Not Available	Not Available	2023-10-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD3OD, experimental)	sherif_elsayed@pharma.asu.edu.eg	Not Available	Not Available	2023-10-05	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Furoic acid or derivatives
Aryl alkyl ketone
Aryl ketone
Methyl-branched fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Heteroaromatic compound
Alpha,beta-unsaturated ketone
Furan
Enone
Acryloyl-group
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.5	ChemAxon
pKa (Strongest Acidic)	4.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.51 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.55 m³·mol⁻¹	ChemAxon
Polarizability	27.16 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

Not Available

Showing NP-Card for Abundisporin E (NP0331911)

MOL for NP0331911 (Abundisporin E)

3D MOL for NP0331911 (Abundisporin E)

3D SDF for NP0331911 (Abundisporin E)

3D-SDF for NP0331911 (Abundisporin E)

PDB for NP0331911 (Abundisporin E)

3D PDB for NP0331911 (Abundisporin E)

SMILES for NP0331911 (Abundisporin E)

INCHI for NP0331911 (Abundisporin E)

Structure for NP0331911 (Abundisporin E)

3D Structure for NP0331911 (Abundisporin E)