NP-MRD: Showing NP-Card for 5-(3',4'-Dihydroxyphenyl)-valeric acid (NP0339460)

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Record Information

Version

2.0

Created at

2024-09-11 21:57:44 UTC

Updated at

2024-09-11 21:57:45 UTC

NP-MRD ID

NP0339460

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(3',4'-Dihydroxyphenyl)-valeric acid

Description

3,4-Dihydroxyphenylvaleric acid belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3,4-Dihydroxyphenylvaleric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016542D          

 15 15  0  0  0  0            999 V2000
   -3.3358   -0.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    1.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0943   -0.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3799   -1.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1924   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1924    0.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213    0.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3799   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4 15  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  2  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339460

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCCCC1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O4/c12-9-6-5-8(7-10(9)13)3-1-2-4-11(14)15/h5-7,12-13H,1-4H2,(H,14,15)

> <INCHI_KEY>
KTDWBJGUMIZRHU-UHFFFAOYSA-N

> <FORMULA>
C11H14O4

> <MOLECULAR_WEIGHT>
210.2265

> <EXACT_MASS>
210.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.01157029215822

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(3,4-dihydroxyphenyl)pentanoic acid

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
2.337569457

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.515682065753218

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.05045006519918

> <JCHEM_PKA_STRONGEST_BASIC>
-6.249138264740744

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
55.13040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(3,4-dihydroxyphenyl)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0      -6.227  -0.906   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -6.227   2.174   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.776  -0.136   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.442  -2.446   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.441  -0.136   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.892  -0.906   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.775  -0.906   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.226  -0.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.109  -0.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.560  -0.906   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.226   1.404   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.560   2.174   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.893  -0.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.893   1.404   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.442  -0.906   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10   11                                                  
CONECT    9    7   15                                                       
CONECT   10    8   13                                                       
CONECT   11    8   12                                                       
CONECT   12   11   14                                                       
CONECT   13    1   10   14                                                  
CONECT   14    2   12   13                                                  
CONECT   15    3    4    9                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
3,4-Dihydroxyphenylvalerate	Generator
5-(3',4'-Dihydroxyphenyl)-valeric acid	HMDB
5-(3,4-Dihydroxyphenyl) valerate	Generator

Chemical Formula

C₁₁H₁₄O₄

Average Mass

210.2265 Da

Monoisotopic Mass

210.08921 Da

IUPAC Name

5-(3,4-dihydroxyphenyl)pentanoic acid

Traditional Name

5-(3,4-dihydroxyphenyl)pentanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C11H14O4/c12-9-6-5-8(7-10(9)13)3-1-2-4-11(14)15/h5-7,12-13H,1-4H2,(H,14,15)

InChI Key

KTDWBJGUMIZRHU-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 catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Medium-chain fatty acid
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Hydroxy fatty acid
Monocyclic benzene moiety
Fatty acyl
Fatty acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic 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	1.87	ALOGPS
logP	2.34	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	55.13 m³·mol⁻¹	ChemAxon
Polarizability	22.01 Å³	ChemAxon
Number of Rings	1	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

HMDB0029233

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029855

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

49831816

PDB ID

Not Available

ChEBI ID

137503

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5-(3',4'-Dihydroxyphenyl)-valeric acid (NP0339460)

MOL for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

3D MOL for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

3D SDF for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

3D-SDF for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

PDB for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

3D PDB for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

SMILES for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

INCHI for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

Structure for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)

3D Structure for NP0339460 (5-(3',4'-Dihydroxyphenyl)-valeric acid)