5-[(2S,3R)-3-hydroxybutan-2-yl]-4-methylbenzene-1,3-diol

Details

• Internal ID: 7ac30662-09e6-490d-b1dd-73935890a404
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 5-[(2S,3R)-3-hydroxybutan-2-yl]-4-methylbenzene-1,3-diol
• InChI: InChI=1S/C11H16O3/c1-6(8(3)12)10-4-9(13)5-11(14)7(10)2/h4-6,8,12-14H,1-3H3/t6-,8-/m1/s1
• InChI Key: ZYUVGYBAPZYKSA-HTRCEHHLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 3
• 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	+	0.9852	98.52%
Caco-2	+	0.5230	52.30%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8361	83.61%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9736	97.36%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	-	0.6708	67.08%
CYP2C9 substrate	-	0.5360	53.60%
CYP2D6 substrate	+	0.3639	36.39%
CYP3A4 inhibition	-	0.6619	66.19%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.7830	78.30%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.5930	59.30%
CYP2C8 inhibition	-	0.9158	91.58%
CYP inhibitory promiscuity	-	0.5136	51.36%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7245	72.45%
Carcinogenicity (trinary)	Non-required	0.7280	72.80%
Eye corrosion	+	0.8664	86.64%
Eye irritation	-	0.4840	48.40%
Skin irritation	+	0.7510	75.10%
Skin corrosion	+	0.7934	79.34%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5991	59.91%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5685	56.85%
skin sensitisation	+	0.8747	87.47%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.8594	85.94%
Estrogen receptor binding	-	0.7648	76.48%
Androgen receptor binding	-	0.6084	60.84%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	-	0.6074	60.74%
Aromatase binding	-	0.8206	82.06%
PPAR gamma	-	0.7060	70.60%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8668	86.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.14%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.72%	96.12%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.66%	97.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.12%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.96%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.98%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.72%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.72%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11116966
• LOTUS: LTS0075918
• wikiData: Q105386442