NP-MRD: Showing NP-Card for 1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione (NP0189523)

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Record Information

Version

2.0

Created at

2022-09-04 06:01:11 UTC

Updated at

2022-09-04 06:01:11 UTC

NP-MRD ID

NP0189523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione

Description

1,12-Dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]Heptadeca-2,7-diene-4,11-dione belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Based on a literature review very few articles have been published on 1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]Heptadeca-2,7-diene-4,11-dione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042208012D          

 21 25  0  0  0  0            999 V2000
    3.5437   -2.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2227   -1.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -1.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451   -1.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -0.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2147   -0.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452    0.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735    0.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827    1.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9444    0.8709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620    0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2858    0.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -0.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8551   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4041   -2.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7769   -2.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5804   -1.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2076   -1.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0110   -0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
  2 20  1  0  0  0  0
 12 21  1  0  0  0  0
  2 21  1  0  0  0  0
  7 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189523

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12C3OC3CC3(C)C1C(OC2=O)C=C1COC(=O)C=C31

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-15-5-10-13(20-10)16(2)12(15)9(21-14(16)18)3-7-6-19-11(17)4-8(7)15/h3-4,9-10,12-13H,5-6H2,1-2H3

> <INCHI_KEY>
YESVFYJUFXNDLO-UHFFFAOYSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.299

> <EXACT_MASS>
288.099773615

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.84106041980739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0^{2,7}.0^{12,17}.0^{13,15}]heptadeca-2,7-diene-4,11-dione

> <JCHEM_LOGP>
0.977254809000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.209281207014739

> <JCHEM_POLAR_SURFACE_AREA>
65.13

> <JCHEM_REFRACTIVITY>
71.95500000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0^{2,7}.0^{12,17}.0^{13,15}]heptadeca-2,7-diene-4,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.615  -3.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.016  -2.351   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924  -3.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.438  -3.036   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.951  -2.633   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.043  -1.547   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.134  -0.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.698   0.095   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.057   1.077   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.768   1.919   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.496   1.626   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.462   0.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.000   0.342   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.696  -1.032   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.234  -1.116   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.930  -2.490   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.088  -3.779   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.784  -5.153   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.550  -3.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.854  -2.321   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.621  -0.863   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20   21                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    6                                                       
CONECT    6    5    4    7                                                  
CONECT    7    6    8    9   21                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14    2                                                  
CONECT   21   12    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₅

Average Mass

288.2990 Da

Monoisotopic Mass

288.09977 Da

IUPAC Name

1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0^{2,7}.0^{12,17}.0^{13,15}]heptadeca-2,7-diene-4,11-dione

Traditional Name

1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0^{2,7}.0^{12,17}.0^{13,15}]heptadeca-2,7-diene-4,11-dione

CAS Registry Number

Not Available

SMILES

CC12C3OC3CC3(C)C1C(OC2=O)C=C1COC(=O)C=C31

InChI Identifier

InChI=1S/C16H16O5/c1-15-5-10-13(20-10)16(2)12(15)9(21-14(16)18)3-7-6-19-11(17)4-8(7)15/h3-4,9-10,12-13H,5-6H2,1-2H3

InChI Key

YESVFYJUFXNDLO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Dihydropyranone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Pyran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Ether
Oxirane
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
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	0.98	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.13 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	71.96 m³·mol⁻¹	ChemAxon
Polarizability	27.84 Å³	ChemAxon
Number of Rings	5	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

76513316

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione (NP0189523)

MOL for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

3D MOL for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

3D SDF for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

3D-SDF for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

PDB for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

3D PDB for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

SMILES for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

INCHI for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

Structure for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)

3D Structure for NP0189523 (1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.0²,⁷.0¹²,¹⁷.0¹³,¹⁵]heptadeca-2,7-diene-4,11-dione)