α-hydroxyhippuric acid
Showing entry for α-hydroxyhippuric acid
Identification
- PhytoHub ID
- PHUB001176
- Name
- α-hydroxyhippuric acid
- Systematic Name
- (R/S)-2-hydroxyhippuric acid
- Synonyms
- 2-(benzoylamino)-2-hydroxyacetic acid
- 2-hydroxy-2-(phenylformamido)acetic acid
- α-hydroxybenzoylglycine
- CAS Number
- 16555-77-4
- Average Mass
- 195.174
- Monoisotopic Mass
- 195.053157774
- Chemical Formula
- C9H9NO4
- IUPAC Name
- 2-hydroxy-2-(phenylformamido)acetic acid
- InChI Key
- GCWCVCCEIQXUQU-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C9H9NO4/c11-7(10-8(12)9(13)14)6-4-2-1-3-5-6/h1-5,8,12H,(H,10,11)(H,13,14)
- SMILES
OC(NC(=O)C1=CC=CC=C1)C(O)=O
- Structure
Structure for α-hydroxyhippuric acid
Calculated Properties
- Solubility (ALOGPS)
- 6.98e+00 g/l
- LogS (ALOGPS)
- -1.45
- LogP (ALOGPS)
- 0.02
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 3
- Polar Surface Area
- 86.63000000000001
- Refractivity
- 47.3161
- Polarizability
- 18.37927412803407
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -2.352955241206125
- pKa (strongest acidic)
- 2.973411864866809
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Phenolic acid metabolites
- Sub-class
- Benzoic and hippuric acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| LC-MS/MS | LC-ESI-QTOF | Positive | high | View Spectrum | (55.0164,0.00800801);(68.9974,0.00800801);(71.0134,0.004004);(80.0252,0.02802803);(83.0126,0.00600601);(83.0493,0.00700701);(92.0247,0.00600601);(93.0331,0.48348348);(98.0351,0.01101101);(111.0438,0.19119119);(112.0472,0.00900901);(121.0283,1.0);(122.0325,0.07007007);(123.0312,0.003003);(139.038,0.003003) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | high | View Spectrum | (65.0397,0.28228228);(67.0183,0.003003);(74.0248,0.01601602);(75.0239,0.00700701);(93.0347,1.0);(94.0385,0.02702703);(100.0039,0.001001) | |
| LC-MS/MS | LC-ESI-QTOF | Positive | medium | View Spectrum | (65.038,0.05105105);(66.0422,0.002002);(93.0333,0.01201201);(94.0391,0.001001);(98.036,0.001001);(100.0759,0.001001);(111.0447,0.002002);(121.0284,1.0);(123.0325,0.00500501);(139.0374,0.003003);(178.0493,0.001001);(196.0599,0.001001) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | low | View Spectrum | (74.0255,0.001001);(93.0351,0.01301301);(137.0238,0.001001);(150.0568,0.3023023);(176.0342,0.001001);(194.0467,1.0) | |
| LC-MS/MS | LC-ESI-QTOF | Positive | low | View Spectrum | (51.0231,0.001001);(72.0657,0.001001);(76.0058,0.002002);(83.0606,0.001001);(85.0626,0.001001);(93.9901,0.001001);(108.0183,0.001001);(113.9979,0.001001);(114.0472,0.001001);(119.0323,0.001001);(121.0284,1.0);(122.0313,0.06706707);(123.032,0.002002);(142.0057,0.001001);(150.0551,0.003003);(151.0025,0.001001);(165.049,0.001001);(178.0495,0.02202202);(179.0542,0.002002);(189.99,0.001001);(196.06,0.7957958) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | medium | View Spectrum | (65.0396,0.00700701);(74.0248,0.01801802);(93.0347,1.0);(94.0385,0.01701702);(100.0042,0.004004);(121.0294,0.003003);(123.0464,0.001001);(150.0566,0.19419419);(194.0468,0.02302302) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | low | View Spectrum | (72.99624,1.0);(76.97068,0.04531189);(152.0717,0.05433503);(176.9266,0.0531581) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | medium | View Spectrum | (72.99624,1.0);(76.97068,0.06534007);(94.03907,0.06296406) | |
| LC-MS/MS | LC-ESI-QTOF | Positive | low | View Spectrum | (121.028,1.0);(122.031,0.067);(178.05,0.022);(196.06,0.796) | |
| LC-MS/MS | LC-ESI-QTOF | Positive | medium | View Spectrum | (65.038,0.051);(93.033,0.012);(121.028,1.0) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | low | View Spectrum | (93.035,0.014);(150.057,0.303);(194.047,1.0) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | medium | View Spectrum | (74.025,0.018);(93.035,1.0);(94.038,0.018);(150.057,0.194);(194.047,0.024) | |
| LC-MS/MS | LC-ESI-QTOF | Positive | high | View Spectrum | (80.025,0.028);(93.033,0.484);(98.035,0.011);(111.044,0.192);(121.028,1.0);(122.032,0.071) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | high | View Spectrum | (65.04,0.283);(74.025,0.016);(93.035,1.0);(94.038,0.028) |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caffeic acid | α-hydroxyhippuric acid | rat | urine | Not Available | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|