NP-MRD: Showing NP-Card for (6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione (NP0328537)

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Record Information

Version

2.0

Created at

2022-09-12 12:05:56 UTC

Updated at

2022-09-12 12:05:56 UTC

NP-MRD ID

NP0328537

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione

Description

(8R,10S)-8-hydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecine-2,4-dione belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms. (6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione is found in Penicillium simplicissimum. Based on a literature review very few articles have been published on (8R,10S)-8-hydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecine-2,4-dione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122214052D          

 14 14  0  0  1  0            999 V2000
    0.8889    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.5039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2391    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    1.0361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5893    1.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -1.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    1.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328537

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H](O)\C=C\CC(=O)CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O4/c1-7-5-8(11)3-2-4-9(12)6-10(13)14-7/h2-3,7-8,11H,4-6H2,1H3/b3-2+/t7-,8-/m0/s1

> <INCHI_KEY>
MVKKKYNXENCTKJ-HZIBQTDNSA-N

> <FORMULA>
C10H14O4

> <MOLECULAR_WEIGHT>
198.218

> <EXACT_MASS>
198.089208931

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.623962266646227

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8R,10S)-8-hydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecine-2,4-dione

> <JCHEM_LOGP>
0.4561595643333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.816832024858925

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.931421156556398

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8793218433795476

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
51.01360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(8R,10S)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3H-oxecine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.659   3.971   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   2.807   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.180   3.098   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.188   1.934   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.700   2.225   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.684   0.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.171   0.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -1.267   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.155  -1.558   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.651  -3.013   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.147  -0.394   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.651   1.061   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.357   2.225   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.163   1.352   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    2                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₄O₄

Average Mass

198.2180 Da

Monoisotopic Mass

198.08921 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H](O)\C=C\CC(=O)CC(=O)O1

InChI Identifier

InChI=1S/C10H14O4/c1-7-5-8(11)3-2-4-9(12)6-10(13)14-7/h2-3,7-8,11H,4-6H2,1H3/b3-2+/t7-,8-/m0/s1

InChI Key

MVKKKYNXENCTKJ-HZIBQTDNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium simplicissimum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxocins

Sub Class

Not Available

Direct Parent

Oxocins

Alternative Parents

Substituents

Oxocin
1,3-dicarbonyl compound
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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

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

162879923

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione (NP0328537)

MOL for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

3D MOL for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

3D SDF for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

3D-SDF for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

PDB for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

3D PDB for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

SMILES for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

INCHI for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

Structure for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)

3D Structure for NP0328537 ((6e,8r,10s)-8-hydroxy-10-methyl-5,8,9,10-tetrahydro-3h-oxecine-2,4-dione)