NP-MRD: Showing NP-Card for methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate (NP0322309)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 01:00:39 UTC

Updated at

2022-09-12 01:00:40 UTC

NP-MRD ID

NP0322309

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate

Description

methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate is found in Sarcophyton elegans.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122203002D          

 26 27  0  0  0  0            999 V2000
    7.8180    3.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0561    2.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9490    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6039    1.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1870    1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3117    0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0432    0.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -0.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8487   -1.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4295   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6737   -1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -0.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416   -0.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2074    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4229    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1331    1.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5563    1.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894    2.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9701    1.3157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960    0.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042    0.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1310    2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848    3.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    2.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976    2.3871    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  2  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END


  Mrv1652309122203002D          

 26 27  0  0  0  0            999 V2000
    7.8180    3.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0561    2.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9490    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6039    1.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1870    1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3117    0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0432    0.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -0.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8487   -1.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4295   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6737   -1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -0.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416   -0.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2074    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4229    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1331    1.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5563    1.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894    2.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9701    1.3157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960    0.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042    0.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1310    2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848    3.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    2.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976    2.3871    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  2  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0322309

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C/C=C(\CCC2=CCCC(C)(OC2=O)C(=O)CC\1)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O5/c1-14(2)15-7-9-16-6-5-13-21(3,26-20(16)24)18(22)12-11-17(10-8-15)19(23)25-4/h6,8,10,14H,5,7,9,11-13H2,1-4H3/b15-8+,17-10+

> <INCHI_KEY>
SSRWHVBVQPAITB-SOWNIVKUSA-N

> <FORMULA>
C21H28O5

> <MOLECULAR_WEIGHT>
360.45

> <EXACT_MASS>
360.193674002

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.151034597216956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (5E,7Z)-1-methyl-2,16-dioxo-8-(propan-2-yl)-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate

> <JCHEM_LOGP>
4.642767201666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.287038631836552

> <JCHEM_PKA_STRONGEST_BASIC>
-6.556212026639573

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
101.31759999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5E,7Z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate

> <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      14.594   5.924   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.171   5.334   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.971   3.807   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.194   2.870   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.549   3.216   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.782   1.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.281   0.238   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.160  -0.819   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.918  -2.159   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.135  -3.486   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.457  -2.174   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.677  -1.233   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.171  -0.911   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.987   0.074   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.523   0.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.982   1.992   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.772   3.314   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.298   3.520   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.580   4.883   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.411   2.456   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.273   0.922   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.594   0.132   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.711   5.081   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.065   6.479   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.250   5.129   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.635   4.456   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   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   23                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   14   22                                                  
CONECT   22   21                                                            
CONECT   23   18   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    5                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₅

Average Mass

360.4500 Da

Monoisotopic Mass

360.19367 Da

IUPAC Name

methyl (5E,7Z)-1-methyl-2,16-dioxo-8-(propan-2-yl)-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate

Traditional Name

methyl (5E,7Z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C/C=C(\CCC2=CCCC(C)(OC2=O)C(=O)CC\1)C(C)C

InChI Identifier

InChI=1S/C21H28O5/c1-14(2)15-7-9-16-6-5-13-21(3,26-20(16)24)18(22)12-11-17(10-8-15)19(23)25-4/h6,8,10,14H,5,7,9,11-13H2,1-4H3/b15-8+,17-10+

InChI Key

SSRWHVBVQPAITB-SOWNIVKUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sarcophyton elegans	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	4.64	ChemAxon
pKa (Strongest Acidic)	17.29	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.32 m³·mol⁻¹	ChemAxon
Polarizability	39.15 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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate (NP0322309)

MOL for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

3D MOL for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

3D SDF for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

3D-SDF for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

PDB for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

3D PDB for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

SMILES for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

INCHI for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

Structure for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)

3D Structure for NP0322309 (methyl (5e,7z)-8-isopropyl-1-methyl-2,16-dioxo-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate)