(2R,3aS,7aS)-2-(2-hydroxypropan-2-yl)-3a,7a-dimethoxy-5-prop-2-enyl-3,7-dihydro-2H-1-benzofuran-6-one

Details

• Internal ID: 620db1d1-abfa-4a1b-93e9-e6867e3c1cbe
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2R,3aS,7aS)-2-(2-hydroxypropan-2-yl)-3a,7a-dimethoxy-5-prop-2-enyl-3,7-dihydro-2H-1-benzofuran-6-one
• InChI: InChI=1S/C16H24O5/c1-6-7-11-8-15(19-4)10-13(14(2,3)18)21-16(15,20-5)9-12(11)17/h6,8,13,18H,1,7,9-10H2,2-5H3/t13-,15-,16+/m1/s1
• InChI Key: XRAQOLOTZYSGJC-BMFZPTHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.5983	59.83%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7043	70.43%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	-	0.2502	25.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4916	49.16%
P-glycoprotein inhibitior	-	0.8221	82.21%
P-glycoprotein substrate	-	0.7802	78.02%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.5908	59.08%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.7213	72.13%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.7501	75.01%
CYP2C8 inhibition	-	0.7422	74.22%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6129	61.29%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.7044	70.44%
Skin irritation	-	0.6417	64.17%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5174	51.74%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6222	62.22%
skin sensitisation	-	0.6881	68.81%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5638	56.38%
Acute Oral Toxicity (c)	III	0.3790	37.90%
Estrogen receptor binding	+	0.6061	60.61%
Androgen receptor binding	+	0.5203	52.03%
Thyroid receptor binding	+	0.5878	58.78%
Glucocorticoid receptor binding	-	0.5861	58.61%
Aromatase binding	-	0.5483	54.83%
PPAR gamma	-	0.5469	54.69%
Honey bee toxicity	-	0.7445	74.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9852	98.52%

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	98.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.98%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.51%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.61%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.27%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.39%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.20%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.49%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.64%	98.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101938029
• LOTUS: LTS0163471
• wikiData: Q105340276