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Benzeneacetic acid, alpha-(hydroxymethyl)
- Family: Animalia - Apidae
- Kingdom: Animalia
- Class: Aromatic Acid
| Canonical Smiles | OCC(c1ccccc1)C(=O)O |
|---|---|
| InChI | InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12) |
| InChIKey | JACRWUWPXAESPB-UHFFFAOYSA-N |
| Formula | C9H10O3 |
| HBA | 2 |
| HBD | 2 |
| MW | 166.18 |
| Rotatable Bonds | 3 |
| TPSA | 57.53 |
| LogP | 0.85 |
| Number Rings | 1 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.22 |
| Exact Mass | 166.06 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Apis species | Apidae | Animalia | 7459 |
Showing of synonyms
Benzeneacetic acid, alpha-(hydroxymethyl)
(+-)-tropic acid
TROPIC ACID
Dl-Tropic acid
552-63-6
3-hydroxy-2-phenylpropanoic acid
529-64-6
3-Hydroxy-2-phenylpropionic acid
2-Phenylhydracrylic acid
Alpha-(Hydroxymethyl)benzeneacetic acid
Hydracrylic acid, 2-phenyl-
MFCD00004255
(+/-)-Tropic acid
Beta-hydroxyhydratropic acid
Alpha-(Hydroxymethyl)phenylacetic acid
Hydratropic acid, beta-hydroxy-
Tropicacid
Alpha-Phenyl-beta-hydroxypropionic acid
Alpha-Toluic acid, alpha-(hydroxymethyl)-
Benzeneacetic acid, alpha-(hydroxymethyl)-
28845-94-5
Benzeneacetic acid, .alpha.-(hydroxymethyl)-
Hydratropic acid, .beta.-hydroxy-
(1)-(Hydroxymethyl)phenylacetic acid
NSC-20990
9RM4U80765
(+/-)-2-Phenyl-3-hydroxypropionic acid
2-phenylhydracrylate
(2RS)-3-Hydroxy-2-phenylpropanoic Acid (Tropic Acid)
Tropasaure
Di-Tropic acid
MFCD00211261
MFCD00211262
3-Hydroxy-2-phenylpropanoicacid
UNII-9RM4U80765
3-hydroxy-2-phenyl-propanoic acid
Racemic tropic acid
EINECS 208-465-3
EINECS 209-020-6
B-Hydroxyhydratropate
NSC 20990
Tropic acid, 98%
(+-)-Tropate
Tropicamide impurity C
Beta-Hydroxyhydratropate
Tropic acid (Standard)
B-Hydroxyhydratropic acid
TROPIC ACID [MI]
Tropic acid, (R)-isomer
Tropic acid, (S)-isomer
Bmse000413
Alpha-Phenylhydracrylic acid
Cambridge id 5132935
A-Phenyl-b-hydroxypropionate
Tropic acid, (+-)-isomer
Oprea1_210445
Tropic acid, monosodium salt
3-Hydroxy-2-phenylpropionate
A-(Hydroxymethyl)phenylacetate
SCHEMBL468727
A-(Hydroxymethyl)benzeneacetate
Tropic acid, (.+/-.)-
A-Phenyl-b-hydroxypropionic acid
CHEBI:30765
2-phenyl-3-hydroxypropanoic acid
DTXSID90862179
A-(hydroxymethyl)phenylacetic acid
Alpha-(Hydroxymethyl)phenylacetate
Alpha-(Hydroxymethyl)benzeneacetate
Alpha-Phenyl-beta-hydroxypropionate
HMS1577B17
TROPIC ACID, (+/-)-
2-hydroxymethyl-2-phenylacetic acid
HY-W041194R
NSC20990
RAA20215
BBL010661
S5689
STK801680
AKOS005609216
CS-W021934
FT31509
HY-W041194
PS-5286
SDCCGMLS-0064629.P001
(S)-3-hydroxy-2-phenyl-propionic acid
2-PHENYL-3-HYDROXYPROPIONIC ACID
AC-23896
FT183081
SY009488
SY030594
SY212594
DB-372148
NS00042941
T0533
Tropic acid, Vetec(TM) reagent grade, 98%
TROPICAMIDE IMPURITY C [EP IMPURITY]
Tropic acid 3-Hydroxy-2-phenylpropanoic acid
.alpha.-Toluic acid, .alpha.-(hydroxymethyl)-
C01456
EN300-105884
(+/-)-3-HYDROXY-2-PHENYLPROPIONIC ACID
(2RS)-3-HYDROXY-2-PHENYLPROPANOIC ACID
ATROPINE SULFATE IMPURITY C [EP IMPURITY]
Q2823318
Z1080722424
9392A742-913E-4F50-B2BE-B3E01B793DD6
Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (.+/-.)-
BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, (+/-)-
Hyoscine butylbromide EP Impurity B
Tropicamide impurity C, European Pharmacopoeia (EP) Reference Standard
Pubchem:
10726
Cas:
552-63-6
Gnps:
CCMSLIB00006678755
Kegg Ligand:
C01456
Chebi:
30765
Nmrshiftdb2:
10016308
Metabolights:
MTBLC30765
Comptox:
DTXSID90862179
CPRiL:
373474
SMILES: c1ccccc1
Level: 0
Mol. Weight: 166.18 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.04
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.7
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.76
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.54
- Plasma Protein Binding
- 12.31
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.22
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -0.56
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 1.51
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 2.41
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 1.68
- Rat (Acute)
- 1.77
- Rat (Chronic Oral)
- 2.38
- Fathead Minnow
- 3.89
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 284.09
- Hydration Free Energy
- -8.99
- Log(D) at pH=7.4
- -2.17
- Log(P)
- 0.75
- Log S
- -0.85
- Log(Vapor Pressure)
- -5.04
- Melting Point
- 104.73
- pKa Acid
- 4.43
- pKa Basic
- 1.93
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Proton-gated ion channel | Q7NDN8 | GLIC_GLOVI | Gloeobacter violaceus | 3 | 0.8846 |
| Proton-gated ion channel | Q7NDN8 | GLIC_GLOVI | Gloeobacter violaceus | 3 | 0.8846 |
| Chloramphenicol 3-O phosphotransferase | Q56148 | CPT_STRVP | Streptomyces venezuelae | 3 | 0.8585 |
| Chloramphenicol 3-O phosphotransferase | Q56148 | CPT_STRVP | Streptomyces venezuelae | 3 | 0.8585 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.8502 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.8502 |
| Anthranilate phosphoribosyltransferase | P50384 | TRPD_SACS2 | Saccharolobus solfataricus | 3 | 0.8482 |
| Anthranilate phosphoribosyltransferase | P50384 | TRPD_SACS2 | Saccharolobus solfataricus | 3 | 0.8482 |
| Biflaviolin synthase CYP158A2 | Q9FCA6 | C1582_STRCO | Streptomyces coelicolor / M145) | 3 | 0.8391 |
| Biflaviolin synthase CYP158A2 | Q9FCA6 | C1582_STRCO | Streptomyces coelicolor / M145) | 3 | 0.8391 |
| Biflaviolin synthase CYP158A2 | Q9FCA6 | C1582_STRCO | Streptomyces coelicolor / M145) | 3 | 0.8322 |
| Biflaviolin synthase CYP158A2 | Q9FCA6 | C1582_STRCO | Streptomyces coelicolor / M145) | 3 | 0.8322 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.8234 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.8234 |
| Phospholipase A2, major isoenzyme | P00592 | PA21B_PIG | Sus scrofa | 3 | 0.8173 |
| Phospholipase A2, major isoenzyme | P00592 | PA21B_PIG | Sus scrofa | 3 | 0.8173 |
| Biflaviolin synthase CYP158A1 | Q9KZF5 | C1581_STRCO | Streptomyces coelicolor / M145) | 3 | 0.8084 |
| Biflaviolin synthase CYP158A1 | Q9KZF5 | C1581_STRCO | Streptomyces coelicolor / M145) | 3 | 0.8084 |
| Chloramphenicol 3-O phosphotransferase | Q56148 | CPT_STRVP | Streptomyces venezuelae | 3 | 0.7920 |
| Chloramphenicol 3-O phosphotransferase | Q56148 | CPT_STRVP | Streptomyces venezuelae | 3 | 0.7920 |
| 3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase | P19992 | HSD_STREX | Streptomyces exfoliatus | 3 | 0.7914 |
| 3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase | P19992 | HSD_STREX | Streptomyces exfoliatus | 3 | 0.7914 |
| L-lactate dehydrogenase (cytochrome) | P00175 | CYB2_YEAST | Saccharomyces cerevisiae | 3 | 0.7890 |
| L-lactate dehydrogenase (cytochrome) | P00175 | CYB2_YEAST | Saccharomyces cerevisiae | 3 | 0.7890 |
| Anthranilate phosphoribosyltransferase | P50384 | TRPD_SACS2 | Saccharolobus solfataricus | 3 | 0.7840 |
| Anthranilate phosphoribosyltransferase | P50384 | TRPD_SACS2 | Saccharolobus solfataricus | 3 | 0.7840 |
| Stromelysin-1 | P08254 | MMP3_HUMAN | Homo sapiens | 3 | 0.7773 |
| Stromelysin-1 | P08254 | MMP3_HUMAN | Homo sapiens | 3 | 0.7773 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.7649 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.7649 |
| RNA-dependent RNA polymerase | Q6A562 | Q6A562_9VIRU | Thosea asigna virus | 2 | 0.7606 |
| RNA-dependent RNA polymerase | Q6A562 | Q6A562_9VIRU | Thosea asigna virus | 2 | 0.7606 |
| 4-hydroxyphenylacetate 3-monooxygenase, reductase component | Q5SJP7 | HPAC_THET8 | Thermus thermophilus | 3 | 0.7316 |
| 4-hydroxyphenylacetate 3-monooxygenase, reductase component | Q5SJP7 | HPAC_THET8 | Thermus thermophilus | 3 | 0.7316 |
| Agglutinin alpha chain | P18674 | LECA_MACPO | Maclura pomifera | 3 | 0.7302 |
| Agglutinin alpha chain | P18674 | LECA_MACPO | Maclura pomifera | 3 | 0.7302 |
| Gag-Pol polyprotein | P03369 | POL_HV1A2 | Human immunodeficiency virus type 1 group M subtype B | 2 | 0.7275 |
| Gag-Pol polyprotein | P03369 | POL_HV1A2 | Human immunodeficiency virus type 1 group M subtype B | 2 | 0.7275 |
| Anthranilate phosphoribosyltransferase | P00500 | TRPD_ACIAD | Acinetobacter baylyi | 3 | 0.7173 |
| Anthranilate phosphoribosyltransferase | P00500 | TRPD_ACIAD | Acinetobacter baylyi | 3 | 0.7173 |
| Metallo-beta-lactamase type 2 | C7C422 | BLAN1_KLEPN | Klebsiella pneumoniae | 2 | 0.7155 |
| Metallo-beta-lactamase type 2 | C7C422 | BLAN1_KLEPN | Klebsiella pneumoniae | 2 | 0.7155 |
| Norsolorinic acid synthase | Q12053 | AFLC_ASPPU | Aspergillus parasiticus | 2 | 0.7100 |
| Norsolorinic acid synthase | Q12053 | AFLC_ASPPU | Aspergillus parasiticus | 2 | 0.7100 |
| Polymerase acidic protein | C3W5S0 | C3W5S0_I09A0 | Influenza A virus | 2 | 0.7093 |
| Polymerase acidic protein | C3W5S0 | C3W5S0_I09A0 | Influenza A virus | 2 | 0.7093 |
| Flavin reductase like domain-containing protein | Q4UKE8 | Q4UKE8_RICFE | Rickettsia felis | 3 | 0.7087 |
| Flavin reductase like domain-containing protein | Q4UKE8 | Q4UKE8_RICFE | Rickettsia felis | 3 | 0.7087 |
| Carbonic anhydrase 1 | P00915 | CAH1_HUMAN | Homo sapiens | 2 | 0.7062 |
| Carbonic anhydrase 1 | P00915 | CAH1_HUMAN | Homo sapiens | 2 | 0.7062 |
| Cytosol aminopeptidase | P00727 | AMPL_BOVIN | Bos taurus | 2 | 0.7041 |
| Cytosol aminopeptidase | P00727 | AMPL_BOVIN | Bos taurus | 2 | 0.7041 |