NP-MRD: Showing NP-Card for 2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid (NP0318447)

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Record Information

Version

2.0

Created at

2022-09-11 18:57:08 UTC

Updated at

2022-09-11 18:57:09 UTC

NP-MRD ID

NP0318447

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid

Description

2,6,6-Trimethyltricyclo[6.2.1.0¹,⁵]Undecane-7-carboxylic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 2,6,6-Trimethyltricyclo[6.2.1.0¹,⁵]Undecane-7-carboxylic acid is a weakly acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171516422D          

 17 19  0  0  0  0            999 V2000
    1.8384   -2.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -1.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -1.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0906   -0.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3035    0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5199    0.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393    1.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    0.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -0.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074   -0.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765   -1.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504   -0.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259   -0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5821    1.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1810    2.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070    1.3508    0.0000 O   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
  6  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
  2 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318447

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C11CCC(C1)C(C(O)=O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-9-4-5-11-14(2,3)12(13(16)17)10-6-7-15(9,11)8-10/h9-12H,4-8H2,1-3H3,(H,16,17)

> <INCHI_KEY>
VBYJBDDEWRMLJX-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.355

> <EXACT_MASS>
236.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
27.194098001838913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
3.442463084666666

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.86912215455886

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
66.53569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       3.432  -4.232   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.216  -2.707   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.823  -2.020   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.036  -0.487   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.564  -0.201   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.300   1.245   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.837   1.726   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.553   2.764   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.896   1.225   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.673  -0.184   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.107  -1.735   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.743  -2.631   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.387  -1.640   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.462  -0.866   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.687   2.546   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.938   3.892   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.226   2.521   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   15                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    2    5   14                                             
CONECT   14   13   10                                                       
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Value	Source
2,6,6-Trimethyltricyclo[6.2.1.0,]undecane-7-carboxylate	Generator
2,6,6-Trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylate	Generator

Chemical Formula

C₁₅H₂₄O₂

Average Mass

236.3550 Da

Monoisotopic Mass

236.17763 Da

IUPAC Name

2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid

Traditional Name

2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CCC2C11CCC(C1)C(C(O)=O)C2(C)C

InChI Identifier

InChI=1S/C15H24O2/c1-9-4-5-11-14(2,3)12(13(16)17)10-6-7-15(9,11)8-10/h9-12H,4-8H2,1-3H3,(H,16,17)

InChI Key

VBYJBDDEWRMLJX-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Prezizaane sesquiterpenoid
Sesquiterpenoid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.63	ALOGPS
logP	3.44	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.54 m³·mol⁻¹	ChemAxon
Polarizability	27.19 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

78062337

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid (NP0318447)

MOL for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

3D MOL for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

3D SDF for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

3D-SDF for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

PDB for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

3D PDB for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

SMILES for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

INCHI for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

Structure for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)

3D Structure for NP0318447 (2,6,6-trimethyltricyclo[6.2.1.0¹,⁵]undecane-7-carboxylic acid)