NP-MRD: Showing NP-Card for 9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate (NP0225870)

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Record Information

Version

2.0

Created at

2022-09-06 04:43:39 UTC

Updated at

2022-09-06 04:43:39 UTC

NP-MRD ID

NP0225870

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate

Description

9-Methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]Tetradecan-13-yl 3-methylbutanoate belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. Based on a literature review very few articles have been published on 9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]Tetradecan-13-yl 3-methylbutanoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206432D          

 25 28  0  0  0  0            999 V2000
    1.7143    0.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -0.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0640   -1.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.4157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7694   -1.5244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -0.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -0.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743    0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3928    0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112    0.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -0.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3488   -0.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8496   -1.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6696   -2.7151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519   -3.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4895   -4.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903   -4.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095   -5.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5319   -1.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0327   -2.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127   -1.0896    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 14  1  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  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  6 25  1  0  0  0  0
 10 25  1  0  0  0  0
M  END


  Mrv1652309062206432D          

 25 28  0  0  0  0            999 V2000
    1.7143    0.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -0.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0640   -1.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.4157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7694   -1.5244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -0.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -0.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743    0.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3928    0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112    0.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -0.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3488   -0.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8496   -1.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6696   -2.7151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519   -3.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4895   -4.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903   -4.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095   -5.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5319   -1.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0327   -2.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127   -1.0896    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 14  1  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  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  6 25  1  0  0  0  0
 10 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225870

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)OC1C2OC2C2(C)CCC3C(OC(=O)C3=C)C2C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O5/c1-9(2)8-13(21)23-15-11(4)14-16-12(10(3)19(22)25-16)6-7-20(14,5)18-17(15)24-18/h9,12,14-18H,3-4,6-8H2,1-2,5H3

> <INCHI_KEY>
YYLXIEFRNCFYOC-UHFFFAOYSA-N

> <FORMULA>
C20H26O5

> <MOLECULAR_WEIGHT>
346.423

> <EXACT_MASS>
346.178023937

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.34672714101624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0^{2,6}.0^{10,12}]tetradecan-13-yl 3-methylbutanoate

> <JCHEM_LOGP>
3.2461708220000007

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.226771224467973

> <JCHEM_POLAR_SURFACE_AREA>
65.13

> <JCHEM_REFRACTIVITY>
89.6228

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0^{2,6}.0^{10,12}]tetradecan-13-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       3.200   0.619   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.206  -0.548   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.853  -2.047   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.433  -2.643   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.170  -2.845   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.336  -1.840   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.740  -0.420   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.672   0.806   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.200   0.612   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.796  -0.808   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.728   0.418   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.323  -1.002   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.851  -1.196   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.919  -2.422   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.987  -3.648   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.583  -5.068   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.651  -6.294   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.124  -6.100   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.247  -7.714   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.315  -8.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.911 -10.360   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.788  -8.746   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.460  -3.454   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.528  -4.680   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.864  -2.034   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   25                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12   14                                                       
CONECT   14   13   12   15                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   15   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    6   10                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
9-Methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0,.0,]tetradecan-13-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₀H₂₆O₅

Average Mass

346.4230 Da

Monoisotopic Mass

346.17802 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC1C2OC2C2(C)CCC3C(OC(=O)C3=C)C2C1=C

InChI Identifier

InChI=1S/C20H26O5/c1-9(2)8-13(21)23-15-11(4)14-16-12(10(3)19(22)25-16)6-7-20(14,5)18-17(15)24-18/h9,12,14-18H,3-4,6-8H2,1-2,5H3

InChI Key

YYLXIEFRNCFYOC-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 eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Eudesmanolides, secoeudesmanolides, and derivatives

Alternative Parents

Substituents

Eudesmanolide
Sesquiterpenoid
Naphthofuran
Fatty acid ester
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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

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

73172873

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate (NP0225870)

MOL for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

3D MOL for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

3D SDF for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

3D-SDF for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

PDB for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

3D PDB for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

SMILES for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

INCHI for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

Structure for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)

3D Structure for NP0225870 (9-methyl-5,14-dimethylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.0²,⁶.0¹⁰,¹²]tetradecan-13-yl 3-methylbutanoate)