(2S,3R)-3-(hydroxymethyl)-3-(2-hydroxy-4-methylphenyl)oxiran-2-ol

Details

• Internal ID: d4f6c93c-d4ec-48aa-ac07-58ef2f1f4389
• Taxonomy: Benzenoids > Phenols > Cresols > Meta cresols
• IUPAC Name: (2S,3R)-3-(hydroxymethyl)-3-(2-hydroxy-4-methylphenyl)oxiran-2-ol
• SMILES (Canonical): CC1=CC(=C(C=C1)C2(C(O2)O)CO)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)[C@]2([C@H](O2)O)CO)O
• InChI: InChI=1S/C10H12O4/c1-6-2-3-7(8(12)4-6)10(5-11)9(13)14-10/h2-4,9,11-13H,5H2,1H3/t9-,10-/m0/s1
• InChI Key: XUGWTWPHVIUPKC-UWVGGRQHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6825	68.25%
Caco-2	-	0.5691	56.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7189	71.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8734	87.34%
P-glycoprotein inhibitior	-	0.9833	98.33%
P-glycoprotein substrate	-	0.9151	91.51%
CYP3A4 substrate	-	0.5993	59.93%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7748	77.48%
CYP3A4 inhibition	-	0.8750	87.50%
CYP2C9 inhibition	-	0.8053	80.53%
CYP2C19 inhibition	-	0.8489	84.89%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8725	87.25%
CYP2C8 inhibition	-	0.8549	85.49%
CYP inhibitory promiscuity	-	0.7626	76.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.7524	75.24%
Skin irritation	-	0.7286	72.86%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7598	75.98%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	+	0.5649	56.49%
skin sensitisation	-	0.7183	71.83%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6672	66.72%
Acute Oral Toxicity (c)	III	0.5789	57.89%
Estrogen receptor binding	-	0.6999	69.99%
Androgen receptor binding	-	0.5484	54.84%
Thyroid receptor binding	-	0.5285	52.85%
Glucocorticoid receptor binding	-	0.8677	86.77%
Aromatase binding	-	0.6141	61.41%
PPAR gamma	+	0.6140	61.40%
Honey bee toxicity	-	0.9481	94.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.4568	45.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.70%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.89%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.88%	94.73%
CHEMBL4581	P52732	Kinesin-like protein 1	82.97%	93.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.77%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.16%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	81.52%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	80.75%	91.49%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 163065099
• LOTUS: LTS0011359
• wikiData: Q105342280