NP-MRD: Showing NP-Card for Ketosantalic acid (NP0336745)

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Record Information

Version

2.0

Created at

2024-09-11 07:39:21 UTC

Updated at

2024-09-11 07:39:21 UTC

NP-MRD ID

NP0336745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ketosantalic acid

Description

Ketosantalic acid is also known as ketosantalate. Based on a literature review very few articles have been published on Ketosantalic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262310112D          

 18 20  0  0  0  0            999 V2000
   -0.9200   -0.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074   -1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233   -1.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947   -1.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -0.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3353   -1.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2847   -1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5727   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5133    0.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847    0.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9793    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448   -0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1481   -0.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601   -0.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0381   -1.5131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975    1.9289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601    1.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    1.0384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  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
 14 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC(=O)CC1(C)C2CC3C(C2)C13C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C15H22O3/c1-8(13(17)18)4-10(16)7-14(2)9-5-11-12(6-9)15(11,14)3/h8-9,11-12H,4-7H2,1-3H3,(H,17,18)

> <INCHI_KEY>
PJKNORSNWWYCMC-UHFFFAOYNA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.338

> <EXACT_MASS>
250.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.484716048448394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl}-2-methyl-4-oxopentanoic acid

> <JCHEM_LOGP>
2.2632453593333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.594377132639788

> <JCHEM_PKA_STRONGEST_BASIC>
-7.372119614494055

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
67.1771

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-{2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl}-2-methyl-4-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -1.717  -0.942   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.387  -2.271   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.163  -3.601   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.603  -3.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.046  -1.274   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.493  -2.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.265  -2.381   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.936  -0.389   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.825   1.163   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.265   1.828   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.828   0.388   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.830  -1.052   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.276  -0.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.606  -1.274   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.938  -2.824   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.049   3.601   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.606   2.049   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.166   1.938   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    1    4    6                                                  
CONECT    6    4    5    7   12                                             
CONECT    7    6                                                            
CONECT    8    9   14                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12    2    6   11   13                                             
CONECT   13   12   14                                                       
CONECT   14    8   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17    9   16   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Value	Source
Ketosantalate	Generator

Chemical Formula

C₁₅H₂₂O₃

Average Mass

250.3380 Da

Monoisotopic Mass

250.15689 Da

IUPAC Name

5-{2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl}-2-methyl-4-oxopentanoic acid

Traditional Name

5-{2,3-dimethyltricyclo[2.2.1.0^{2,6}]heptan-3-yl}-2-methyl-4-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

CC(CC(=O)CC1(C)C2CC3C(C2)C13C)C(O)=O

InChI Identifier

InChI=1/C15H22O3/c1-8(13(17)18)4-10(16)7-14(2)9-5-11-12(6-9)15(11,14)3/h8-9,11-12H,4-7H2,1-3H3,(H,17,18)

InChI Key

PJKNORSNWWYCMC-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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

Sesquiterpenoid
Santalane sesquiterpenoid
Carbocyclic fatty acid
Medium-chain keto acid
Gamma-keto acid
Methyl-branched fatty acid
Branched fatty acid
Keto acid
Fatty acyl
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
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	2.26	ChemAxon
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	67.18 m³·mol⁻¹	ChemAxon
Polarizability	27.48 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

Showing NP-Card for Ketosantalic acid (NP0336745)

MOL for NP0336745 (Ketosantalic acid)

3D MOL for NP0336745 (Ketosantalic acid)

3D SDF for NP0336745 (Ketosantalic acid)

3D-SDF for NP0336745 (Ketosantalic acid)

PDB for NP0336745 (Ketosantalic acid)

3D PDB for NP0336745 (Ketosantalic acid)

SMILES for NP0336745 (Ketosantalic acid)

INCHI for NP0336745 (Ketosantalic acid)

Structure for NP0336745 (Ketosantalic acid)

3D Structure for NP0336745 (Ketosantalic acid)