NP-MRD: Showing NP-Card for 2,3-α-epoxypalmarumycin CP18 (NP0332754)

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Record Information

Version

2.0

Created at

2024-04-19 21:57:05 UTC

Updated at

2025-02-11 15:42:53 UTC

NP-MRD ID

NP0332754

Natural Product DOI

https://doi.org/10.57994/2020

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-α-epoxypalmarumycin CP18

Description

2,3-α-Epoxypalmarumycin CP18 belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Based on a literature review very few articles have been published on 2,3-α-epoxypalmarumycin CP18.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01022300332D          

 26 31  0  0  1  0            999 V2000
    2.9857    1.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0676    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6354   -0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213   -1.2266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7837   -1.7183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -1.5544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6072   -1.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7018   -1.0627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7964   -0.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    0.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232    1.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608    2.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9037    2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0520    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
 11  9  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 14  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
M  END


  Mrv2104 01022300332D          

 26 31  0  0  1  0            999 V2000
    2.9857    1.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0676    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6354   -0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213   -1.2266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7837   -1.7183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -1.5544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6072   -1.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7018   -1.0627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7964   -0.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    0.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232    1.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608    2.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9037    2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0520    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
 11  9  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 14  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@H]2O[C@H]2C2(OC3=CC=CC4=C3C(O2)=CC=C4)C2=C1C(=O)C=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H12O6/c21-10-7-8-11(22)16-15(10)17(23)18-19(24-18)20(16)25-12-5-1-3-9-4-2-6-13(26-20)14(9)12/h1-8,17-19,23H/t17-,18-,19-/m1/s1

> <INCHI_KEY>
ALDVZDQWDDOYOL-GUDVDZBRSA-N

> <FORMULA>
C20H12O6

> <MOLECULAR_WEIGHT>
348.31

> <EXACT_MASS>
348.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.72298966214133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1aR,7R,7aR)-7-hydroxy-3,6,7,7a-tetrahydro-1aH-2',4'-dioxaspiro[naphtho[2,3-b]oxirene-2,3'-tricyclo[7.3.1.0^{5,13}]tridecane]-1'(12'),5',7',9'(13'),10'-pentaene-3,6-dione

> <JCHEM_LOGP>
2.5975654986666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.234363818605944

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5710892657417603

> <JCHEM_POLAR_SURFACE_AREA>
85.36000000000001

> <JCHEM_REFRACTIVITY>
89.45800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1aR,7R,7aR)-7-hydroxy-7,7a-dihydro-1aH-2',4'-dioxaspiro[naphtho[2,3-b]oxirene-2,3'-tricyclo[7.3.1.0^{5,13}]tridecane]-1'(12'),5',7',9'(13'),10'-pentaene-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-JAN-23         0                                  
HETATM    1  O   UNK     0       5.573   2.606   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.810   1.688   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.223   2.300   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.460   1.382   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.283  -0.148   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.519  -1.066   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.633   0.158   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.870  -0.760   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.693  -2.290   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.930  -3.208   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.280  -2.902   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.867  -3.514   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.043  -1.984   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.220  -0.454   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.807  -1.066   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.397   1.076   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.160   1.994   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.337   3.524   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.100   4.442   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.687   3.830   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.510   2.300   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.747   1.382   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.570  -0.148   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.157  -0.760   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.080   0.158   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.097   1.688   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5                                                            
CONECT    7    2    8   14                                                  
CONECT    8    7    5    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11   13                                                       
CONECT   13   11   12   14                                                  
CONECT   14   13   15    7   16                                             
CONECT   15   14   23                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   17   23                                                  
CONECT   23   22   15   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₂O₆

Average Mass

348.3100 Da

Monoisotopic Mass

348.06339 Da

IUPAC Name

(1aR,7R,7aR)-7-hydroxy-3,6,7,7a-tetrahydro-1aH-2',4'-dioxaspiro[naphtho[2,3-b]oxirene-2,3'-tricyclo[7.3.1.0^{5,13}]tridecane]-1'(12'),5',7',9'(13'),10'-pentaene-3,6-dione

Traditional Name

(1aR,7R,7aR)-7-hydroxy-7,7a-dihydro-1aH-2',4'-dioxaspiro[naphtho[2,3-b]oxirene-2,3'-tricyclo[7.3.1.0^{5,13}]tridecane]-1'(12'),5',7',9'(13'),10'-pentaene-3,6-dione

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H]2O[C@H]2C2(OC3=CC=CC4=C3C(O2)=CC=C4)C2=C1C(=O)C=CC2=O

InChI Identifier

InChI=1S/C20H12O6/c21-10-7-8-11(22)16-15(10)17(23)18-19(24-18)20(16)25-12-5-1-3-9-4-2-6-13(26-20)14(9)12/h1-8,17-19,23H/t17-,18-,19-/m1/s1

InChI Key

ALDVZDQWDDOYOL-GUDVDZBRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	[email protected]	HIrosaki Univ.	Masaru Hashimoto	2024-04-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCL3, experimental)	[email protected]	HIrosaki Univ.	Masaru Hashimoto	2024-04-05	View Spectrum
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	[email protected]	HIrosaki Univ.	Masaru Hashimoto	2024-04-05	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	[email protected]	HIrosaki Univ.	Masaru Hashimoto	2024-04-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCL3, experimental)	[email protected]	HIrosaki Univ.	Masaru Hashimoto	2024-04-05	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500, CDCl₃, simulated)	[email protected]	HIrosaki Univ.	Masaru Hashimoto	2024-04-05	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Roussoella sp. KT4147		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Ketal
Alpha-branched alpha,beta-unsaturated-ketone
Beta-hydroxy ketone
Meta-dioxane
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	2.6	ChemAxon
pKa (Strongest Acidic)	13.23	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.46 m³·mol⁻¹	ChemAxon
Polarizability	33.72 Å³	ChemAxon
Number of Rings	6	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

Showing NP-Card for 2,3-α-epoxypalmarumycin CP18 (NP0332754)

MOL for NP0332754 (2,3-α-epoxypalmarumycin CP18)

3D MOL for NP0332754 (2,3-α-epoxypalmarumycin CP18)

3D SDF for NP0332754 (2,3-α-epoxypalmarumycin CP18)

3D-SDF for NP0332754 (2,3-α-epoxypalmarumycin CP18)

PDB for NP0332754 (2,3-α-epoxypalmarumycin CP18)

3D PDB for NP0332754 (2,3-α-epoxypalmarumycin CP18)

SMILES for NP0332754 (2,3-α-epoxypalmarumycin CP18)

INCHI for NP0332754 (2,3-α-epoxypalmarumycin CP18)

Structure for NP0332754 (2,3-α-epoxypalmarumycin CP18)

3D Structure for NP0332754 (2,3-α-epoxypalmarumycin CP18)