Metabolite Homovanillic acid

Name

Homovanillic acid

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

X77S6GMS36

CAS number

Not Available

Weight

Average: 182.1733
Monoisotopic: 182.057908808

Chemical Formula

C₉H₁₀O₄

InChI Key

QRMZSPFSDQBLIX-UHFFFAOYSA-N

InChI

InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)

IUPAC Name

2-(4-hydroxy-3-methoxyphenyl)acetic acid

SMILES

COC1=C(O)C=CC(CC(O)=O)=C1

Reactions

Levodopa

Dopamine

Spectra

Spectrum	Spectrum Type	Splash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	GC-MS	splash10-056r-1962000000-4f8e427392aa8e136095
GC-MS Spectrum - GC-MS (2 TMS)	GC-MS	splash10-056r-2972000000-f53a7b3ac40c099e3c99
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-000i-1900000000-cb0e3eb7a6d9e785a2f8
GC-MS Spectrum - EI-B	GC-MS	splash10-0006-9800000000-def178a40b9d8cc16724
GC-MS Spectrum - EI-B	GC-MS	splash10-06vi-0596000000-729a4b24107b98261cb2
GC-MS Spectrum - GC-EI-TOF	GC-MS	splash10-056r-1962000000-4f8e427392aa8e136095
GC-MS Spectrum - GC-MS	GC-MS	splash10-056r-2972000000-f53a7b3ac40c099e3c99
GC-MS Spectrum - GC-EI-TOF	GC-MS	splash10-056r-1962000000-24557ef3db49c59cd5dd
Mass Spectrum (Electron Ionization)	MS	splash10-000i-3900000000-b8c848b70c066282b36f
MS/MS Spectrum - Quattro_QQQ 10V, Negative	LC-MS/MS	splash10-000i-0900000000-994a78c607c1b6a724d2
MS/MS Spectrum - Quattro_QQQ 25V, Negative	LC-MS/MS	splash10-00fr-4900000000-ca5ef14a72dcdf3cf9fe
MS/MS Spectrum - Quattro_QQQ 40V, Negative	LC-MS/MS	splash10-00dl-9700000000-44f2784ec5407e93ea57
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	LC-MS/MS	splash10-0019-0900000000-aafe8aee1cf8c42b941a
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	LC-MS/MS	splash10-000i-1900000000-313fe6eb451badd5c052
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	LC-MS/MS	splash10-0609-6900000000-11aa4fb169e782205ea3
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	LC-MS/MS	splash10-014i-9200000000-637a59b417fe2b2e7f58
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	LC-MS/MS	splash10-014i-9000000000-7b87b58730add4511c8a
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-0019-0900000000-aafe8aee1cf8c42b941a
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-000i-1900000000-313fe6eb451badd5c052
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-0609-6900000000-11aa4fb169e782205ea3
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-014i-9200000000-1bc951858c2e658a79af
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-014i-9000000000-7b87b58730add4511c8a
MS/MS Spectrum - Linear Ion Trap , negative	LC-MS/MS	splash10-000i-0900000000-0c3c4c703b4b9743a521
MS/MS Spectrum - Linear Ion Trap , negative	LC-MS/MS	splash10-000i-0900000000-a5e048e5e58ed8e57ecd
MS/MS Spectrum - , negative	LC-MS/MS	splash10-0079-0900000000-35fbf40336719c96dd3d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00e9-1900000000-6d18c2a0b86084944c06
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0079-0900000000-b03f1f175f0fae7dd341
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-052r-2900000000-18deead2191a40ec562a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-9500000000-896cc5ccfe89e026d1a7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-9300000000-fbce1c6583d268eb715c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-3900000000-d5f47e8bc1713a43ef6a
1H NMR Spectrum	1D NMR	Not Applicable
1H NMR Spectrum	1D NMR	Not Applicable
13C NMR Spectrum	1D NMR	Not Applicable
1H NMR Spectrum	1D NMR	Not Applicable
13C NMR Spectrum	1D NMR	Not Applicable
[1H,1H] 2D NMR Spectrum	2D NMR	Not Applicable
[1H,13C] 2D NMR Spectrum	2D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	144.9141695	predicted	DarkChem Lite v0.1.0
[M-H]-	138.0054761	predicted	DarkChem Standard v0.1.0
[M-H]-	145.3666695	predicted	DarkChem Lite v0.1.0
[M-H]-	145.1399695	predicted	DarkChem Lite v0.1.0
[M-H]-	136.3567	predicted	DeepCCS 1.0 (2019)
[M+H]+	146.3844695	predicted	DarkChem Lite v0.1.0
[M+H]+	146.9451695	predicted	DarkChem Lite v0.1.0
[M+H]+	147.2745695	predicted	DarkChem Lite v0.1.0
[M+H]+	147.5519695	predicted	DarkChem Lite v0.1.0
[M+H]+	138.7669	predicted	DeepCCS 1.0 (2019)
[M+Na]+	145.1045695	predicted	DarkChem Lite v0.1.0
[M+Na]+	149.6781444	predicted	DarkChem Standard v0.1.0
[M+Na]+	145.3703695	predicted	DarkChem Lite v0.1.0
[M+Na]+	145.5903695	predicted	DarkChem Lite v0.1.0
[M+Na]+	147.6411	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0000118
KEGG Compound: C05582
ChemSpider: 1675
ChEBI: 545959
ChEMBL: CHEMBL1562
ZINC: ZINC000000388262
PDBe Ligand: YTX
Wikipedia: Homovanillic_acid

Predicted Properties

Property	Value	Source
Water Solubility	2.72 mg/mL	ALOGPS
logP	1.02	ALOGPS
logP	1.15	Chemaxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.74	Chemaxon
pKa (Strongest Basic)	-4.9	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	4	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	66.76 Å²	Chemaxon
Rotatable Bond Count	3	Chemaxon
Refractivity	45.81 m³·mol^-1	Chemaxon
Polarizability	17.74 Å³	Chemaxon
Number of Rings	1	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Homovanillic acid

Structure for Homovanillic acid

Collision Cross Sections (CCS)