1-[(3R,3aR,8bR)-6-hydroxy-3-methyl-2,3,3a,8b-tetrahydrofuro[3,2-b][1]benzofuran-7-yl]ethanone

Details

• Internal ID: bb85d3ec-31df-46fc-ad6e-4f3c7b90ab30
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(3R,3aR,8bR)-6-hydroxy-3-methyl-2,3,3a,8b-tetrahydrofuro[3,2-b][1]benzofuran-7-yl]ethanone
• SMILES (Canonical): CC1COC2C1OC3=CC(=C(C=C23)C(=O)C)O
• SMILES (Isomeric): C[C@@H]1CO[C@H]2[C@@H]1OC3=CC(=C(C=C23)C(=O)C)O
• InChI: InChI=1S/C13H14O4/c1-6-5-16-13-9-3-8(7(2)14)10(15)4-11(9)17-12(6)13/h3-4,6,12-13,15H,5H2,1-2H3/t6-,12-,13-/m1/s1
• InChI Key: CVBFRNFTZXHUAN-AJJMPYILSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 4
• 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	+	0.9930	99.30%
Caco-2	+	0.6982	69.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7529	75.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.7650	76.50%
CYP3A4 substrate	-	0.5358	53.58%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8234	82.34%
CYP3A4 inhibition	-	0.7409	74.09%
CYP2C9 inhibition	-	0.6683	66.83%
CYP2C19 inhibition	-	0.6662	66.62%
CYP2D6 inhibition	-	0.8760	87.60%
CYP1A2 inhibition	+	0.8943	89.43%
CYP2C8 inhibition	-	0.7975	79.75%
CYP inhibitory promiscuity	-	0.7340	73.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5352	53.52%
Eye corrosion	-	0.9488	94.88%
Eye irritation	-	0.6533	65.33%
Skin irritation	-	0.5991	59.91%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6236	62.36%
Micronuclear	+	0.6281	62.81%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5942	59.42%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8389	83.89%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	+	0.7024	70.24%
Androgen receptor binding	-	0.6419	64.19%
Thyroid receptor binding	-	0.6366	63.66%
Glucocorticoid receptor binding	-	0.7650	76.50%
Aromatase binding	-	0.6726	67.26%
PPAR gamma	+	0.5174	51.74%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8965	89.65%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.75%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.68%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.77%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.30%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.27%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.20%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.48%	99.23%

Plants that contains it

• Gynura elliptica

Cross-Links

• PubChem: 10561655
• LOTUS: LTS0044656
• wikiData: Q104970640