NP-MRD: Showing NP-Card for 4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid (NP0339459)

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Record Information

Version

2.0

Created at

2024-09-11 21:57:28 UTC

Updated at

2024-09-11 21:57:28 UTC

NP-MRD ID

NP0339459

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid

Description

4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. 4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

<string xmlns="http://www.chemspider.com/">
  Mrv1652304222011362D          

 16 16  0  0  1  0            999 V2000
    2.0314   -2.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -2.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4592   -2.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871   -2.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6033   -2.2215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871   -3.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -1.3965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314   -3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3197   -3.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3197   -4.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314   -5.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -4.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -3.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314   -5.9294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4592   -5.1044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  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
  5  7  2  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339459

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(CCC(O)=O)CC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O5/c12-8(2-4-11(15)16)5-7-1-3-9(13)10(14)6-7/h1,3,6,8,12-14H,2,4-5H2,(H,15,16)

> <INCHI_KEY>
JDBYFCLHVYVXCX-UHFFFAOYSA-N

> <FORMULA>
C11H14O5

> <MOLECULAR_WEIGHT>
226.2259

> <EXACT_MASS>
226.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.720270528796135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
0.9508509299999999

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.439810348532163

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9069162088562766

> <JCHEM_PKA_STRONGEST_BASIC>
-2.738906422833015

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
56.79990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: <string xmlns="http://www.chemspider.com/">       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  C   UNK     0       3.792  -4.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.129  -4.147   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.457  -4.917   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.794  -4.147   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.123  -4.917   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.459  -4.147   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.123  -6.457   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.129  -2.607   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.792  -6.457   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.463  -7.218   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.463  -8.758   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.792  -9.528   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.129  -8.758   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.129  -7.218   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.792 -11.068   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.457  -9.528   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2                                                            
CONECT    9    1   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14   16                                                  
CONECT   14    9   13                                                       
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
4-Hydroxy-(3',4'-dihydroxyphenyl)-valerate	Generator
4-Hydroxy-5-(3,4-dihydroxyphenyl)valerate	Generator
4-hydroxy-5-(3',4'-dihydroxyphenyl)valeric acid
4-hydroxy-5-(3,4-dihydroxyphenyl)pentanoic acid
4-hydroxy-5-(3,4-dihydroxyphenyl)valeric acid
5-(3,4-dihydroxyphenyl)-4-hydroxypentanoic acid
5-(3,4-dihydroxyphenyl)-4-hydroxyvaleric acid

Chemical Formula

C₁₁H₁₄O₅

Average Mass

226.2259 Da

Monoisotopic Mass

226.08412 Da

IUPAC Name

5-(3,4-dihydroxyphenyl)-4-hydroxypentanoic acid

Traditional Name

5-(3,4-dihydroxyphenyl)-4-hydroxypentanoic acid

CAS Registry Number

Not Available

SMILES

OC(CCC(O)=O)CC1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C11H14O5/c12-8(2-4-11(15)16)5-7-1-3-9(13)10(14)6-7/h1,3,6,8,12-14H,2,4-5H2,(H,15,16)

InChI Key

JDBYFCLHVYVXCX-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 medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Catechol
Medium-chain fatty acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Hydroxy fatty acid
Phenol
Monocyclic benzene moiety
Fatty acyl
Fatty acid
Benzenoid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	0.78	ALOGPS
logP	0.95	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.8 m³·mol⁻¹	ChemAxon
Polarizability	22.72 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

HMDB0041679

DrugBank ID

Not Available

Phenol Explorer Compound ID

981

FoodDB ID

FDB029840

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

52920332

PDB ID

Not Available

ChEBI ID

137478

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid (NP0339459)

MOL for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

3D MOL for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

3D SDF for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

3D-SDF for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

PDB for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

3D PDB for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

SMILES for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

INCHI for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

Structure for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)

3D Structure for NP0339459 (4-Hydroxy-(3',4'-dihydroxyphenyl)-valeric acid)