NP-MRD: Showing NP-Card for methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate (NP0318240)

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Record Information

Version

2.0

Created at

2022-09-11 18:37:02 UTC

Updated at

2022-09-11 18:37:02 UTC

NP-MRD ID

NP0318240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate

Description

Methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]Tridecan-5-yl}acetate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]Tridecan-5-yl}acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251507542D          

 23 26  0  0  0  0            999 V2000
   -1.5053   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -2.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3383   -2.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378   -2.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071   -1.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8286   -1.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557   -2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054   -0.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807   -0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -1.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7186   -1.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -2.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -2.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962   -2.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8566   -2.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405   -1.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164   -0.5283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1152   -0.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4204    0.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7690   -1.0467    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  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  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
  6 17  1  0  0  0  0
 11 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 18 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1(C)C(CCC23CC(C)(CCC12)C1OC31)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O4/c1-11(20)12-5-8-19-10-17(2,15-16(19)23-15)7-6-13(19)18(12,3)9-14(21)22-4/h12-13,15-16H,5-10H2,1-4H3

> <INCHI_KEY>
SZQCLROOGAWENL-UHFFFAOYSA-N

> <FORMULA>
C19H28O4

> <MOLECULAR_WEIGHT>
320.429

> <EXACT_MASS>
320.198759382

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.42745967614995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
2.511802610333333

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.396367741670595

> <JCHEM_PKA_STRONGEST_BASIC>
-4.209748269627935

> <JCHEM_POLAR_SURFACE_AREA>
55.9

> <JCHEM_REFRACTIVITY>
84.86269999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.810  -5.798   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.165  -4.400   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.632  -4.259   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.257  -5.517   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.013  -2.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.547  -2.719   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.411  -4.253   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.130  -1.224   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.204  -0.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.703  -0.468   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.222  -1.955   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.075  -2.980   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.120  -3.885   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.378  -4.774   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.033  -5.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.466  -4.729   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.062  -3.137   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.881  -2.465   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.311  -0.986   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.815  -1.353   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.363  -0.848   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.785   0.633   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.435  -1.954   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   17                                             
CONECT    7    6                                                            
CONECT    8    6    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17   20                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15   18                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    6   11                                                  
CONECT   18   13   19   20                                                  
CONECT   19   18   20                                                       
CONECT   20   19   11   18                                                  
CONECT   21    8   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0,.0,]tridecan-5-yl}acetic acid	Generator
Methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetic acid	Generator

Chemical Formula

C₁₉H₂₈O₄

Average Mass

320.4290 Da

Monoisotopic Mass

320.19876 Da

IUPAC Name

methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate

Traditional Name

methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1(C)C(CCC23CC(C)(CCC12)C1OC31)C(C)=O

InChI Identifier

InChI=1S/C19H28O4/c1-11(20)12-5-8-19-10-17(2,15-16(19)23-15)7-6-13(19)18(12,3)9-14(21)22-4/h12-13,15-16H,5-10H2,1-4H3

InChI Key

SZQCLROOGAWENL-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
Oxane
Methyl ester
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen 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	2.1	ALOGPS
logP	2.51	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	19.4	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.86 m³·mol⁻¹	ChemAxon
Polarizability	35.43 Å³	ChemAxon
Number of Rings	4	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

73231387

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate (NP0318240)

MOL for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

3D MOL for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

3D SDF for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

3D-SDF for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

PDB for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

3D PDB for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

SMILES for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

INCHI for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

Structure for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)

3D Structure for NP0318240 (methyl 2-{4-acetyl-5,9-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-5-yl}acetate)