1-[7-[(2S)-2,3-dihydroxy-3-methylbutyl]-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone

Details

• Internal ID: a4926483-64ce-4c91-b473-c83ca7d4c6ee
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[7-[(2S)-2,3-dihydroxy-3-methylbutyl]-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC(=C2C(=C1)C=C(O2)C(C)(C)O)CC(C(C)(C)O)O
• SMILES (Isomeric): CC(=O)C1=CC(=C2C(=C1)C=C(O2)C(C)(C)O)C[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C18H24O5/c1-10(19)11-6-12(8-14(20)17(2,3)21)16-13(7-11)9-15(23-16)18(4,5)22/h6-7,9,14,20-22H,8H2,1-5H3/t14-/m0/s1
• InChI Key: UOUTYTLMJXBAIR-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.5802	58.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6617	66.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5759	57.59%
P-glycoprotein inhibitior	-	0.8208	82.08%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	-	0.5364	53.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7719	77.19%
CYP3A4 inhibition	-	0.8689	86.89%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.6653	66.53%
CYP2C8 inhibition	-	0.8431	84.31%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8019	80.19%
Carcinogenicity (trinary)	Non-required	0.5924	59.24%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.7963	79.63%
Skin irritation	-	0.6787	67.87%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5135	51.35%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6123	61.23%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6016	60.16%
Acute Oral Toxicity (c)	III	0.7058	70.58%
Estrogen receptor binding	-	0.4904	49.04%
Androgen receptor binding	+	0.5737	57.37%
Thyroid receptor binding	+	0.5628	56.28%
Glucocorticoid receptor binding	+	0.6046	60.46%
Aromatase binding	+	0.5393	53.93%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.8189	81.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8517	85.17%

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	96.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.53%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.43%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.89%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.46%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.06%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.89%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.27%	97.21%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.15%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.40%	86.33%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.59%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.31%	96.09%

Plants that contains it

• Ophryosporus macrodon

Cross-Links

• PubChem: 163071149
• LOTUS: LTS0000926
• wikiData: Q105276578