(1R)-1-[(1R)-1-hydroxyethyl]-1,3-dihydro-2-benzouran-4-ol

Details

• Internal ID: fed97945-bc40-46d6-886b-2a644d197d67
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: (1R)-1-[(1R)-1-hydroxyethyl]-1,3-dihydro-2-benzofuran-4-ol
• InChI: InChI=1S/C10H12O3/c1-6(11)10-7-3-2-4-9(12)8(7)5-13-10/h2-4,6,10-12H,5H2,1H3/t6-,10+/m1/s1
• InChI Key: DSKOPBZVUDDAFH-LDWIPMOCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (1R)-1-[(1R)-1-hydroxyethyl]-1,3-dihydro-2-benzouran-4-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.5636	56.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7379	73.79%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9564	95.64%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9779	97.79%
P-glycoprotein inhibitior	-	0.9869	98.69%
P-glycoprotein substrate	-	0.7963	79.63%
CYP3A4 substrate	-	0.5511	55.11%
CYP2C9 substrate	-	0.5814	58.14%
CYP2D6 substrate	+	0.3932	39.32%
CYP3A4 inhibition	-	0.9560	95.60%
CYP2C9 inhibition	-	0.6275	62.75%
CYP2C19 inhibition	-	0.6610	66.10%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	+	0.8495	84.95%
CYP2C8 inhibition	-	0.8801	88.01%
CYP inhibitory promiscuity	+	0.5635	56.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Warning	0.4472	44.72%
Eye corrosion	-	0.9534	95.34%
Eye irritation	-	0.6650	66.50%
Skin irritation	-	0.5643	56.43%
Skin corrosion	-	0.8864	88.64%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6506	65.06%
Micronuclear	-	0.5119	51.19%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6321	63.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7939	79.39%
Acute Oral Toxicity (c)	III	0.6950	69.50%
Estrogen receptor binding	-	0.8482	84.82%
Androgen receptor binding	-	0.7465	74.65%
Thyroid receptor binding	-	0.6564	65.64%
Glucocorticoid receptor binding	-	0.8311	83.11%
Aromatase binding	-	0.9423	94.23%
PPAR gamma	-	0.5644	56.44%
Honey bee toxicity	-	0.9578	95.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3642	36.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.87%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.45%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.99%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.64%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.03%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.66%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.87%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.97%	94.45%
CHEMBL2535	P11166	Glucose transporter	81.70%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	80.76%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.22%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683024
• LOTUS: LTS0026151
• wikiData: Q104987877