2-(2-Hydroxy-4-methylphenyl)propane-1,2,3-triol

Details

• Internal ID: b1ce684f-42de-4c7d-9833-184fda5f983f
• Taxonomy: Benzenoids > Phenols > Cresols > Meta cresols
• IUPAC Name: 2-(2-hydroxy-4-methylphenyl)propane-1,2,3-triol
• SMILES (Canonical): CC1=CC(=C(C=C1)C(CO)(CO)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(CO)(CO)O)O
• InChI: InChI=1S/C10H14O4/c1-7-2-3-8(9(13)4-7)10(14,5-11)6-12/h2-4,11-14H,5-6H2,1H3
• InChI Key: GSLQFCAUUPKMEV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 2-(2-Hydroxy-4-methylphenyl)propane-1,2,3-triol
• 8,9,10-Trihydroxythymol
• ACon1_001733
• AKOS040734078
• NCGC00180195-01
• BRD-K18533836-001-01-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7792	77.92%
Caco-2	-	0.5766	57.66%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7461	74.61%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7708	77.08%
P-glycoprotein inhibitior	-	0.9750	97.50%
P-glycoprotein substrate	-	0.9498	94.98%
CYP3A4 substrate	-	0.7023	70.23%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.7534	75.34%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.9404	94.04%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.6486	64.86%
CYP2C8 inhibition	-	0.8676	86.76%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6043	60.43%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.8009	80.09%
Skin irritation	-	0.6899	68.99%
Skin corrosion	-	0.8926	89.26%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7665	76.65%
Micronuclear	-	0.6927	69.27%
Hepatotoxicity	+	0.6377	63.77%
skin sensitisation	+	0.5189	51.89%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6985	69.85%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	-	0.6529	65.29%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6418	64.18%
Glucocorticoid receptor binding	-	0.7626	76.26%
Aromatase binding	-	0.7077	70.77%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9841	98.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5954	59.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	89.28%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.02%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.10%	89.62%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.73%	90.93%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	83.44%	94.01%
CHEMBL1977	P11473	Vitamin D receptor	83.05%	99.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.44%	86.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.03%	97.23%
CHEMBL1951	P21397	Monoamine oxidase A	80.19%	91.49%

Plants that contains it

• Aconitum kongboense
• Ageratina glechonophylla
• Centipeda minima
• Inula hupehensis
• Inula japonica
• Perityle emoryi

Cross-Links

• PubChem: 14543617
• LOTUS: LTS0027154
• wikiData: Q105017278