(1S)-1-[(2R,7aR)-4,4,7a-trimethyl-2,5-dihydro-1-benzofuran-2-yl]ethanol

Details

• Internal ID: b1b96f11-a42d-41e7-aaa7-dc3ad06bc099
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (1S)-1-[(2R,7aR)-4,4,7a-trimethyl-2,5-dihydro-1-benzofuran-2-yl]ethanol
• SMILES (Canonical): CC(C1C=C2C(CC=CC2(O1)C)(C)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1C=C2[C@](O1)(C=CCC2(C)C)C)O
• InChI: InChI=1S/C13H20O2/c1-9(14)10-8-11-12(2,3)6-5-7-13(11,4)15-10/h5,7-10,14H,6H2,1-4H3/t9-,10+,13+/m0/s1
• InChI Key: MGXXOIZXJCPUJG-OPQQBVKSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.30 g/mol
• Exact Mass: 208.146329876 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.3352	33.52%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8885	88.85%
P-glycoprotein inhibitior	-	0.9577	95.77%
P-glycoprotein substrate	-	0.8887	88.87%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7075	70.75%
CYP3A4 inhibition	-	0.7934	79.34%
CYP2C9 inhibition	-	0.6999	69.99%
CYP2C19 inhibition	-	0.6504	65.04%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.5538	55.38%
CYP2C8 inhibition	-	0.9121	91.21%
CYP inhibitory promiscuity	+	0.5451	54.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7636	76.36%
Carcinogenicity (trinary)	Non-required	0.4256	42.56%
Eye corrosion	-	0.9480	94.80%
Eye irritation	-	0.6191	61.91%
Skin irritation	-	0.5395	53.95%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7759	77.59%
Micronuclear	-	0.8341	83.41%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	+	0.6900	69.00%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.7577	75.77%
Estrogen receptor binding	-	0.9254	92.54%
Androgen receptor binding	-	0.6626	66.26%
Thyroid receptor binding	-	0.6124	61.24%
Glucocorticoid receptor binding	-	0.6694	66.94%
Aromatase binding	-	0.8175	81.75%
PPAR gamma	-	0.7852	78.52%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7615	76.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.10%	85.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.90%	92.88%
CHEMBL4040	P28482	MAP kinase ERK2	86.50%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.30%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.57%	98.95%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 162999429
• LOTUS: LTS0169355
• wikiData: Q105163639