NP-MRD: Showing NP-Card for 14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate (NP0318935)

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Record Information

Version

2.0

Created at

2022-09-11 19:42:58 UTC

Updated at

2022-09-11 19:42:58 UTC

NP-MRD ID

NP0318935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate

Description

14-Ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]Tetradecan-11-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 14-Ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]Tetradecan-11-yl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241503012D          

 29 31  0  0  0  0            999 V2000
    2.5155   -3.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3409   -2.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553   -2.7318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807   -1.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952   -1.6735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206   -0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570    0.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396    0.1911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    2.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    2.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8887    1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9891    0.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    0.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112   -1.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817   -1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464   -2.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -1.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -1.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056   -2.1882    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
  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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 12 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  4 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END


  Mrv1533004241503012D          

 29 31  0  0  0  0            999 V2000
    2.5155   -3.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3409   -2.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553   -2.7318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807   -1.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952   -1.6735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206   -0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570    0.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396    0.1911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    2.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    2.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8887    1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9891    0.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    0.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112   -1.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817   -1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464   -2.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -1.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -1.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056   -2.1882    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
  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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 12 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  4 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1OC(O)C(OC(=O)C(C)=CC)C2C(C)CC3OC(=O)C(=C)C3CC12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O7/c1-7-11(3)18(23)28-17-16-12(4)9-15-14(13(5)19(24)27-15)10-22(16,6)21(26-8-2)29-20(17)25/h7,12,14-17,20-21,25H,5,8-10H2,1-4,6H3

> <INCHI_KEY>
SCGORKFDSUOYRL-UHFFFAOYSA-N

> <FORMULA>
C22H32O7

> <MOLECULAR_WEIGHT>
408.491

> <EXACT_MASS>
408.21480337

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.35708805565432

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
4.101074767333334

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.344120858753204

> <JCHEM_PKA_STRONGEST_BASIC>
-4.110900387786767

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
105.08929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.696  -7.075   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.370  -5.570   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.903  -5.099   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.577  -3.594   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.111  -3.124   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.785  -1.619   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.681  -1.148   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.926  -0.584   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.600   0.921   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.133   1.392   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.007   0.357   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.193   2.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.948   3.931   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.622   5.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.659   3.367   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.392  -1.054   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.366   0.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.713   1.534   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.906   0.122   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.852  -1.093   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.387  -0.972   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.977  -2.395   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.474  -2.754   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.806  -3.395   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.927  -4.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.493  -2.590   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.098  -3.243   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.718  -2.559   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.930  -4.085   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16    8   17   28                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   20   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27    4   16   29                                             
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
14-Ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0,]tetradecan-11-yl 2-methylbut-2-enoic acid	Generator
14-Ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₂H₃₂O₇

Average Mass

408.4910 Da

Monoisotopic Mass

408.21480 Da

IUPAC Name

14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate

Traditional Name

14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CCOC1OC(O)C(OC(=O)C(C)=CC)C2C(C)CC3OC(=O)C(=C)C3CC12C

InChI Identifier

InChI=1S/C22H32O7/c1-7-11(3)18(23)28-17-16-12(4)9-15-14(13(5)19(24)27-15)10-22(16,6)21(26-8-2)29-20(17)25/h7,12,14-17,20-21,25H,5,8-10H2,1-4,6H3

InChI Key

SCGORKFDSUOYRL-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 fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Hemiacetal
Lactone
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen 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	2.91	ALOGPS
logP	4.1	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.34	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	105.09 m³·mol⁻¹	ChemAxon
Polarizability	44.36 Å³	ChemAxon
Number of Rings	3	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 14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate (NP0318935)

MOL for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

3D MOL for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

3D SDF for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

3D-SDF for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

PDB for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

3D PDB for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

SMILES for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

INCHI for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

Structure for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)

3D Structure for NP0318935 (14-ethoxy-12-hydroxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.0³,⁷]tetradecan-11-yl 2-methylbut-2-enoate)