Tropic acid

Details

• Internal ID: 34d748fb-cb16-4c63-91fd-1f54def41cd9
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 3-hydroxy-2-phenylpropanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(CO)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(CO)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)
• InChI Key: JACRWUWPXAESPB-UHFFFAOYSA-N
• Popularity: 166 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17 g/mol
• Exact Mass: 166.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• dl-Tropic acid
• 552-63-6
• 3-hydroxy-2-phenylpropanoic acid
• 3-Hydroxy-2-phenylpropionic acid
• 2-Phenylhydracrylic acid
• alpha-(Hydroxymethyl)benzeneacetic acid
• (+-)-tropic acid
• Hydracrylic acid, 2-phenyl-
• beta-hydroxyhydratropic acid
• MFCD00004255
• alpha-(Hydroxymethyl)phenylacetic acid
• Hydratropic acid, beta-hydroxy-
• (+/-)-Tropic acid
• 3-hydroxy-2-phenyl-propanoic acid
• 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
• 3-Hydroxy-2-phenylpropanoicacid
• UNII-9RM4U80765
• 2-phenyl-3-hydroxypropanoic acid
• Racemic tropic acid
• EINECS 208-465-3
• EINECS 209-020-6
• b-Hydroxyhydratropate
• NSC 20990
• Tropic acid, 98%
• (+-)-Tropate
• Tropicamide impurity C
• 2-PHENYL-3-HYDROXYPROPIONIC ACID
• beta-Hydroxyhydratropate
• Tropic acid (Standard)
• b-Hydroxyhydratropic acid
• TROPIC ACID [MI]
• Tropic acid, (R)-isomer
• Tropic acid, (S)-isomer
• Tropicamide EP Impurity C
• bmse000413
• alpha-Phenylhydracrylic acid
• DL-Tropic acid; >98%
• Tropicamide impurity C CRS
• Cambridge id 5132935
• a-Phenyl-b-hydroxypropionate
• Tropic acid, (+-)-isomer
• Oprea1_210445
• 3-Hydroxy-2-phenylpropionate
• a-(Hydroxymethyl)phenylacetate
• SCHEMBL468727
• a-(Hydroxymethyl)benzeneacetate
• Tropic acid, (.+/-.)-
• a-Phenyl-b-hydroxypropionic acid
• SCHEMBL12498877
• CHEBI:30765
• DTXSID90862179
• a-(hydroxymethyl)phenylacetic acid
• alpha-(Hydroxymethyl)phenylacetate
• alpha-(Hydroxymethyl)benzeneacetate
• alpha-Phenyl-beta-hydroxypropionate
• HMS1577B17
• HMS5085E13
• Ipratropium Bromide EP Impurity C
• TROPIC ACID, (+/-)-
• 2-hydroxymethyl-2-phenylacetic acid
• BB_NC-02022
• HY-W041194R
• NSC20990
• RAA20215
• BBL010661
• MSK001839
• s5689
• STK801680
• AKOS005609216
• CS-W021934
• FT31509
• HY-W041194
• MSK001839-100W
• PS-5286
• SDCCGMLS-0064629.P001
• (S)-3-hydroxy-2-phenyl-propionic acid
• AC-23896
• FT183081
• SY009488
• Tropic acid Solution in Water, 100ug/mL
• DB-372148
• NS00042941
• ST50330648
• 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)-
• 29T646
• C01456
• EN300-105884
• (+/-)-3-HYDROXY-2-PHENYLPROPIONIC ACID
• (2RS)-3-HYDROXY-2-PHENYLPROPANOIC ACID
• ATROPINE SULFATE IMPURITY C [EP IMPURITY]
• F175800
• Q2823318
• Z1080722424
• 9392A742-913E-4F50-B2BE-B3E01B793DD6
• Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (.+/-.)-
• BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, (+/-)-
• 3-Hydroxy-2-phenylpropionic acid;Hyoscine butylbromide EP Impurity B
• 2-Phenylhydracrylic acid;3-Hydroxy-2-phenylpropionic acid;DL-Tropic acid
• Tropicamide impurity C, European Pharmacopoeia (EP) Reference Standard

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9543	95.43%
Caco-2	+	0.8283	82.83%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	0.8686	86.86%
OATP1B1 inhibitior	+	0.9692	96.92%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9031	90.31%
P-glycoprotein inhibitior	-	0.9923	99.23%
P-glycoprotein substrate	-	0.9917	99.17%
CYP3A4 substrate	-	0.8039	80.39%
CYP2C9 substrate	+	0.6393	63.93%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.9450	94.50%
CYP2C9 inhibition	-	0.9444	94.44%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.8464	84.64%
CYP2C8 inhibition	-	0.9916	99.16%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7949	79.49%
Carcinogenicity (trinary)	Non-required	0.8006	80.06%
Eye corrosion	-	0.9132	91.32%
Eye irritation	+	0.9767	97.67%
Skin irritation	+	0.8623	86.23%
Skin corrosion	-	0.8194	81.94%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8660	86.60%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7520	75.20%
skin sensitisation	-	0.7528	75.28%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7555	75.55%
Acute Oral Toxicity (c)	III	0.6754	67.54%
Estrogen receptor binding	-	0.9616	96.16%
Androgen receptor binding	-	0.8304	83.04%
Thyroid receptor binding	-	0.8255	82.55%
Glucocorticoid receptor binding	-	0.9276	92.76%
Aromatase binding	-	0.8778	87.78%
PPAR gamma	+	0.5936	59.36%
Honey bee toxicity	-	0.9557	95.57%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7274	72.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.28%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	91.87%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.82%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.80%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.99%	94.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.49%	99.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.70%	93.81%

Plants that contains it

• Datura stramonium
• Datura stramonium
• Hyoscyamus muticus
• Mandragora officinarum
• Panax ginseng
• Secale cereale

Cross-Links

• PubChem: 10726
• NPASS: NPC157878
• LOTUS: LTS0115968
• wikiData: Q2823318