(2R)-4-[2-hydroxy-5-(hydroxymethyl)phenyl]-2-methylbut-3-yne-1,2-diol

Details

• Internal ID: 23c2fda4-074a-453e-8b5e-453161bcab5c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyl alcohols
• IUPAC Name: (2R)-4-[2-hydroxy-5-(hydroxymethyl)phenyl]-2-methylbut-3-yne-1,2-diol
• SMILES (Canonical): CC(CO)(C#CC1=C(C=CC(=C1)CO)O)O
• SMILES (Isomeric): C[C@](CO)(C#CC1=C(C=CC(=C1)CO)O)O
• InChI: InChI=1S/C12H14O4/c1-12(16,8-14)5-4-10-6-9(7-13)2-3-11(10)15/h2-3,6,13-16H,7-8H2,1H3/t12-/m1/s1
• InChI Key: KEIBJMJTHYJQLI-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9447	94.47%
Caco-2	-	0.6900	69.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8160	81.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9254	92.54%
P-glycoprotein inhibitior	-	0.9765	97.65%
P-glycoprotein substrate	-	0.8555	85.55%
CYP3A4 substrate	-	0.6224	62.24%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7750	77.50%
CYP3A4 inhibition	-	0.6771	67.71%
CYP2C9 inhibition	-	0.8946	89.46%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.6526	65.26%
CYP2C8 inhibition	-	0.6089	60.89%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7608	76.08%
Carcinogenicity (trinary)	Non-required	0.5930	59.30%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.8772	87.72%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7511	75.11%
Micronuclear	-	0.7086	70.86%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.6333	63.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8326	83.26%
Acute Oral Toxicity (c)	III	0.7016	70.16%
Estrogen receptor binding	+	0.6175	61.75%
Androgen receptor binding	+	0.7087	70.87%
Thyroid receptor binding	+	0.5725	57.25%
Glucocorticoid receptor binding	+	0.8279	82.79%
Aromatase binding	+	0.5504	55.04%
PPAR gamma	-	0.5360	53.60%
Honey bee toxicity	-	0.9274	92.74%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6963	69.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.12%	97.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.33%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.79%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.50%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162861867
• LOTUS: LTS0061973
• wikiData: Q105139973