Remirol

Details

• Internal ID: 170e03dd-5ed7-4dea-84f6-6e12703adec8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2S)-4-hydroxy-6-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=C)C1CC2=C(C(=C(C=C2O1)OC)C(=O)C)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(C(=C(C=C2O1)OC)C(=O)C)O
• InChI: InChI=1S/C14H16O4/c1-7(2)10-5-9-11(18-10)6-12(17-4)13(8(3)15)14(9)16/h6,10,16H,1,5H2,2-4H3/t10-/m0/s1
• InChI Key: DCPNTPRATXCEIF-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• REMIROL
• CHEMBL2272798

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5372	53.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6758	67.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	-	0.8709	87.09%
P-glycoprotein substrate	-	0.8146	81.46%
CYP3A4 substrate	+	0.5211	52.11%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6109	61.09%
CYP2C9 inhibition	-	0.7767	77.67%
CYP2C19 inhibition	+	0.6292	62.92%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	+	0.8425	84.25%
CYP2C8 inhibition	-	0.7576	75.76%
CYP inhibitory promiscuity	+	0.6184	61.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Non-required	0.6195	61.95%
Eye corrosion	-	0.9687	96.87%
Eye irritation	+	0.7049	70.49%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4895	48.95%
Micronuclear	-	0.5182	51.82%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.6574	65.74%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6155	61.55%
Acute Oral Toxicity (c)	II	0.5625	56.25%
Estrogen receptor binding	-	0.7411	74.11%
Androgen receptor binding	-	0.7227	72.27%
Thyroid receptor binding	-	0.4945	49.45%
Glucocorticoid receptor binding	-	0.6697	66.97%
Aromatase binding	-	0.5052	50.52%
PPAR gamma	-	0.4886	48.86%
Honey bee toxicity	-	0.7311	73.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9765	97.65%

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	98.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.61%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.27%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.89%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.32%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.92%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.06%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.99%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.82%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.64%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.37%	98.95%

Plants that contains it

• Cyperus nipponicus

Cross-Links

• PubChem: 10634274
• LOTUS: LTS0031108
• wikiData: Q104975764