NP-MRD: Showing NP-Card for 8-(3-oxo-2-pentylcyclopentyl)octanoic acid (NP0236027)

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Record Information

Version

2.0

Created at

2022-09-06 18:49:31 UTC

Updated at

2022-09-06 18:49:31 UTC

NP-MRD ID

NP0236027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-(3-oxo-2-pentylcyclopentyl)octanoic acid

Description

SCHEMBL8083270 belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. SCHEMBL8083270 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161520062D          

 21 21  0  0  0  0            999 V2000
   -5.6876    3.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5160    2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314    2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5599    1.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7753    0.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    0.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066    0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512    0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802    0.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -0.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363   -0.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9762   -0.3407    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
  7  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0236027

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1C(CCCCCCCC(O)=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h15-16H,2-14H2,1H3,(H,20,21)

> <INCHI_KEY>
ITXGIRZCCUTEJX-UHFFFAOYSA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.451

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
36.63218003300801

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(3-oxo-2-pentylcyclopentyl)octanoic acid

> <ALOGPS_LOGP>
5.10

> <JCHEM_LOGP>
5.443644524333333

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.721786699107665

> <JCHEM_PKA_STRONGEST_BASIC>
-7.41641918705349

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
85.04589999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(3-oxo-2-pentylcyclopentyl)octanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0     -10.617   5.818   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.297   4.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.832   3.836   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.512   2.330   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.047   1.854   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.727   0.348   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.320  -0.279   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.986   0.491   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.653  -0.279   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.319   0.491   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.015  -0.279   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.348   0.491   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.682  -0.279   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.016   0.491   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.349  -0.279   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.683   0.491   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.349  -1.819   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.481  -1.810   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.987  -2.131   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.757  -0.797   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -9.289  -0.636   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    7   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    6   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
8-(3-oxo-2-Pentylcyclopentyl)octanoate	Generator

Chemical Formula

C₁₈H₃₂O₃

Average Mass

296.4510 Da

Monoisotopic Mass

296.23514 Da

IUPAC Name

8-(3-oxo-2-pentylcyclopentyl)octanoic acid

Traditional Name

8-(3-oxo-2-pentylcyclopentyl)octanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1C(CCCCCCCC(O)=O)CCC1=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h15-16H,2-14H2,1H3,(H,20,21)

InChI Key

ITXGIRZCCUTEJX-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 prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Medium-chain fatty acid
Fatty acid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	5.1	ALOGPS
logP	5.44	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.72	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	12	ChemAxon
Refractivity	85.05 m³·mol⁻¹	ChemAxon
Polarizability	36.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

15726664

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-(3-oxo-2-pentylcyclopentyl)octanoic acid (NP0236027)

MOL for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

3D MOL for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

3D SDF for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

3D-SDF for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

PDB for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

3D PDB for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

SMILES for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

INCHI for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

Structure for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)

3D Structure for NP0236027 (8-(3-oxo-2-pentylcyclopentyl)octanoic acid)