NP-MRD: Showing NP-Card for 2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one (NP0318123)

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Record Information

Version

2.0

Created at

2022-09-11 18:25:47 UTC

Updated at

2022-09-11 18:25:47 UTC

NP-MRD ID

NP0318123

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one

Description

Isoplacidene B belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. 2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one is found in Placida dendritica. Based on a literature review very few articles have been published on Isoplacidene B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112220252D          

 18 18  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  8 17  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318123

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)C(C)=C(O1)C(\C)=C/C(/C)=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-7-9(2)8-10(3)14-11(4)13(16)12(5)15(17-6)18-14/h7-8H,1-6H3/b9-7-,10-8-

> <INCHI_KEY>
IDTMJMBDTGUTDU-XOHWUJONSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.322

> <EXACT_MASS>
248.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.449589833461477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-3,5-dimethyl-6-[(2Z,4Z)-4-methylhexa-2,4-dien-2-yl]-4H-pyran-4-one

> <JCHEM_LOGP>
3.6081772826666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.918198599146815

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
85.4687

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-3,5-dimethyl-6-[(2Z,4Z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₃

Average Mass

248.3220 Da

Monoisotopic Mass

248.14124 Da

IUPAC Name

2-methoxy-3,5-dimethyl-6-[(2Z,4Z)-4-methylhexa-2,4-dien-2-yl]-4H-pyran-4-one

Traditional Name

2-methoxy-3,5-dimethyl-6-[(2Z,4Z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C(C)=C(O1)C(\C)=C/C(/C)=C\C

InChI Identifier

InChI=1S/C15H20O3/c1-7-9(2)8-10(3)14-11(4)13(16)12(5)15(17-6)18-14/h7-8H,1-6H3/b9-7-,10-8-

InChI Key

IDTMJMBDTGUTDU-XOHWUJONSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Placida dendritica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Pyranone
Alkyl aryl ether
Heteroaromatic compound
Vinylogous ester
Cyclic ketone
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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
logP	3.61	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.47 m³·mol⁻¹	ChemAxon
Polarizability	27.45 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

10474666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23428094

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one (NP0318123)

MOL for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

3D MOL for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

3D SDF for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

3D-SDF for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

PDB for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

3D PDB for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

SMILES for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

INCHI for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

Structure for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)

3D Structure for NP0318123 (2-methoxy-3,5-dimethyl-6-[(2z,4z)-4-methylhexa-2,4-dien-2-yl]pyran-4-one)