NP-MRD: Showing NP-Card for 12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one (NP0327969)

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Record Information

Version

2.0

Created at

2022-09-12 11:01:09 UTC

Updated at

2022-09-12 11:01:09 UTC

NP-MRD ID

NP0327969

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one

Description

12-Ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]Tetradecan-4-one belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. 12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one is found in Excoecaria agallocha. 12-Ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]Tetradecan-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191522162D          

 22 24  0  0  0  0            999 V2000
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5178    0.6606    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 13 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0327969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC(=O)CC2(C)C1CCC1(C)OC(C)(CCC21)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O3/c1-7-17(4)10-8-14-18(5)12-15(20)21-16(2,3)13(18)9-11-19(14,6)22-17/h7,13-14H,1,8-12H2,2-6H3

> <INCHI_KEY>
VQWXIOITDURSCC-UHFFFAOYSA-N

> <FORMULA>
C19H30O3

> <MOLECULAR_WEIGHT>
306.446

> <EXACT_MASS>
306.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
35.18864962263578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
3.613308948666667

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2347427162866245

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
86.7322

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.89e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       8.171  -1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.456  -2.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.494   0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.564  -0.564   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.386  -0.220   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.386   1.760   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.833   1.233   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   10                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   20                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   20                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   21                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    8   13                                                  
CONECT   21   16   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₀O₃

Average Mass

306.4460 Da

Monoisotopic Mass

306.21949 Da

IUPAC Name

12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one

Traditional Name

12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one

CAS Registry Number

Not Available

SMILES

CC1(C)OC(=O)CC2(C)C1CCC1(C)OC(C)(CCC21)C=C

InChI Identifier

InChI=1S/C19H30O3/c1-7-17(4)10-8-14-18(5)12-15(20)21-16(2,3)13(18)9-11-19(14,6)22-17/h7,13-14H,1,8-12H2,2-6H3

InChI Key

VQWXIOITDURSCC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Excoecaria agallocha	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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
logP	3.87	ALOGPS
logP	3.61	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.73 m³·mol⁻¹	ChemAxon
Polarizability	35.19 Å³	ChemAxon
Number of Rings	3	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

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 12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one (NP0327969)

MOL for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

3D MOL for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

3D SDF for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

3D-SDF for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

PDB for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

3D PDB for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

SMILES for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

INCHI for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

Structure for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)

3D Structure for NP0327969 (12-ethenyl-2,6,6,10,12-pentamethyl-5,11-dioxatricyclo[8.4.0.0²,⁷]tetradecan-4-one)