(2'R)-2-(2'-hydroxypropyl)-4-methoxyl-1,3-benzenediol

Details

• Internal ID: d5f343ea-3b3a-41dd-91b5-99f9a7ebe437
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-[(2R)-2-hydroxypropyl]-4-methoxybenzene-1,3-diol
• SMILES (Canonical): CC(CC1=C(C=CC(=C1O)OC)O)O
• SMILES (Isomeric): C[C@H](CC1=C(C=CC(=C1O)OC)O)O
• InChI: InChI=1S/C10H14O4/c1-6(11)5-7-8(12)3-4-9(14-2)10(7)13/h3-4,6,11-13H,5H2,1-2H3/t6-/m1/s1
• InChI Key: PICCFCXWPQWOGZ-ZCFIWIBFSA-N
• Popularity: 1 reference 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): 69.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 2-[(2R)-2-hydroxypropyl]-4-methoxybenzene-1,3-diol
• 2-((2R)-2-hydroxypropyl)-4-methoxybenzene-1,3-diol
• RefChem:68478
• CHEBI:222406

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9462	94.62%
Caco-2	-	0.5389	53.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6545	65.45%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9538	95.38%
P-glycoprotein inhibitior	-	0.9778	97.78%
P-glycoprotein substrate	-	0.8988	89.88%
CYP3A4 substrate	-	0.6493	64.93%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4840	48.40%
CYP3A4 inhibition	-	0.8748	87.48%
CYP2C9 inhibition	-	0.9050	90.50%
CYP2C19 inhibition	-	0.7751	77.51%
CYP2D6 inhibition	-	0.8163	81.63%
CYP1A2 inhibition	-	0.6366	63.66%
CYP2C8 inhibition	-	0.7925	79.25%
CYP inhibitory promiscuity	-	0.8524	85.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7000	70.00%
Eye corrosion	-	0.8782	87.82%
Eye irritation	-	0.7078	70.78%
Skin irritation	-	0.6364	63.64%
Skin corrosion	-	0.8380	83.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5840	58.40%
Micronuclear	-	0.6223	62.23%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.6279	62.79%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.7298	72.98%
Estrogen receptor binding	-	0.6415	64.15%
Androgen receptor binding	-	0.6688	66.88%
Thyroid receptor binding	-	0.5763	57.63%
Glucocorticoid receptor binding	-	0.5351	53.51%
Aromatase binding	-	0.9300	93.00%
PPAR gamma	-	0.5372	53.72%
Honey bee toxicity	-	0.9684	96.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.6944	69.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	93.07%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.59%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.82%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.40%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.14%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.36%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.12%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.98%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.43%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720693
• LOTUS: LTS0185068
• wikiData: Q105209426