NP-MRD: Showing NP-Card for [(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid (NP0184526)

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Record Information

Version

2.0

Created at

2022-09-03 23:40:53 UTC

Updated at

2022-09-03 23:40:53 UTC

NP-MRD ID

NP0184526

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid

Description

2-[(1R,2R,3R,4r,6S)-2,3-dimethyltricyclo[2.2.1.0²,⁶]Heptan-3-yl]acetic acid belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. [(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid is found in Santalum album. Based on a literature review very few articles have been published on 2-[(1R,2R,3R,4r,6S)-2,3-dimethyltricyclo[2.2.1.0²,⁶]Heptan-3-yl]acetic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042201402D          

 13 15  0  0  1  0            999 V2000
   -0.9242    1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5068    0.9952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5039    0.0188    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3079   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    0.5157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0552    0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    0.5433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3505    1.2599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0216    1.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2541    2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155    2.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8192    3.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733    2.2462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  3  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184526

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12[C@H]3C[C@H](C[C@@H]13)[C@@]2(C)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O2/c1-10(5-9(12)13)6-3-7-8(4-6)11(7,10)2/h6-8H,3-5H2,1-2H3,(H,12,13)/t6-,7+,8-,10-,11+/m1/s1

> <INCHI_KEY>
LDSSHHGVKDZTIX-BEBVASNESA-N

> <FORMULA>
C11H16O2

> <MOLECULAR_WEIGHT>
180.247

> <EXACT_MASS>
180.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.789076747829796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,2R,3R,4r,6S)-2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl]acetic acid

> <JCHEM_LOGP>
1.5657708113333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.713796946496545

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
48.1582

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2R,3R,4r,6S)-2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl]acetic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.725   3.186   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.946   1.858   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.941   0.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.575  -0.362   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.305   0.963   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.103   1.653   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.831   1.014   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.654   2.352   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.907   3.247   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.474   3.881   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.709   4.802   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.529   6.331   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.123   4.193   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7    8                                             
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    3    2                                                  
CONECT    8    5    2    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   30    0
END

View in JSmol

Synonyms

Value	Source
2-[(1R,2R,3R,4R,6S)-2,3-Dimethyltricyclo[2.2.1.0,]heptan-3-yl]acetate	Generator

Chemical Formula

C₁₁H₁₆O₂

Average Mass

180.2470 Da

Monoisotopic Mass

180.11503 Da

IUPAC Name

2-[(1R,2R,3R,4r,6S)-2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl]acetic acid

Traditional Name

[(1R,2R,3R,4r,6S)-2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C[C@]12[C@H]3C[C@H](C[C@@H]13)[C@@]2(C)CC(O)=O

InChI Identifier

InChI=1S/C11H16O2/c1-10(5-9(12)13)6-3-7-8(4-6)11(7,10)2/h6-8H,3-5H2,1-2H3,(H,12,13)/t6-,7+,8-,10-,11+/m1/s1

InChI Key

LDSSHHGVKDZTIX-BEBVASNESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Santalum album	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bornane monoterpenoid
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	1.57	ChemAxon
pKa (Strongest Acidic)	4.71	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	2	ChemAxon
Refractivity	48.16 m³·mol⁻¹	ChemAxon
Polarizability	19.79 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

110541780

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 [(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid (NP0184526)

MOL for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

3D MOL for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

3D SDF for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

3D-SDF for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

PDB for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

3D PDB for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

SMILES for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

INCHI for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

Structure for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)

3D Structure for NP0184526 ([(1r,2r,3r,4r,6s)-2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl]acetic acid)