NP-MRD: Showing NP-Card for 1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione (NP0281947)

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Record Information

Version

2.0

Created at

2022-09-09 08:35:20 UTC

Updated at

2022-09-09 08:35:21 UTC

NP-MRD ID

NP0281947

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione

Description

1H,2H,4H,5H,8H,8aH,9H,10H,11H,11aH-cyclopenta[d]oxecine-2,9-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. 1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione is found in Jasminum grandiflorum. 1H,2H,4H,5H,8H,8aH,9H,10H,11H,11aH-cyclopenta[d]oxecine-2,9-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171517202D          

 15 16  0  0  0  0            999 V2000
    2.3186   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7958    0.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817    0.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589    0.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652    0.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    1.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    2.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1447    3.0481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502    1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8556    2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    2.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925    2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012    1.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871    1.2038    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281947

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CCC2CC(=O)OCCC=CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O3/c13-11-6-5-9-8-12(14)15-7-3-1-2-4-10(9)11/h1-2,9-10H,3-8H2

> <INCHI_KEY>
DINQMNROFIPFOH-UHFFFAOYSA-N

> <FORMULA>
C12H16O3

> <MOLECULAR_WEIGHT>
208.257

> <EXACT_MASS>
208.109944375

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.14992708144017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1H,2H,4H,5H,8H,8aH,9H,10H,11H,11aH-cyclopenta[d]oxecine-2,9-dione

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.6421033856666671

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.88705101228848

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
56.99300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1H,4H,5H,8H,8aH,10H,11H,11aH-cyclopenta[d]oxecine-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       4.328  -0.385   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.352   0.806   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.832   0.557   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.857   1.748   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.682   1.820   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.089   3.305   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.198   4.151   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.270   5.690   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.400   3.189   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.920   3.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.464   4.879   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.983   5.129   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.959   3.937   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.416   2.497   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.896   2.247   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆O₃

Average Mass

208.2570 Da

Monoisotopic Mass

208.10994 Da

IUPAC Name

1H,2H,4H,5H,8H,8aH,9H,10H,11H,11aH-cyclopenta[d]oxecine-2,9-dione

Traditional Name

1H,4H,5H,8H,8aH,10H,11H,11aH-cyclopenta[d]oxecine-2,9-dione

CAS Registry Number

Not Available

SMILES

O=C1CCC2CC(=O)OCCC=CCC12

InChI Identifier

InChI=1S/C12H16O3/c13-11-6-5-9-8-12(14)15-7-3-1-2-4-10(9)11/h1-2,9-10H,3-8H2

InChI Key

DINQMNROFIPFOH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Jasminum grandiflorum	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
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.55	ALOGPS
logP	1.64	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	56.99 m³·mol⁻¹	ChemAxon
Polarizability	22.15 Å³	ChemAxon
Number of Rings	2	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

LOTUS database [Link]

Showing NP-Card for 1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione (NP0281947)

MOL for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

3D MOL for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

3D SDF for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

3D-SDF for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

PDB for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

3D PDB for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

SMILES for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

INCHI for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

Structure for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)

3D Structure for NP0281947 (1h,4h,5h,8h,8ah,10h,11h,11ah-cyclopenta[d]oxecine-2,9-dione)