4-[(1R,3S,3aR,7aS)-3,3a-dihydroxy-4,4,7a-trimethyl-3,5,6,7-tetrahydro-1H-2-benzofuran-1-yl]butan-2-one

Details

• Internal ID: 43b436f9-fe78-4dc6-b935-06b0e2498f34
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 4-[(1R,3S,3aR,7aS)-3,3a-dihydroxy-4,4,7a-trimethyl-3,5,6,7-tetrahydro-1H-2-benzofuran-1-yl]butan-2-one
• InChI: InChI=1S/C15H26O4/c1-10(16)6-7-11-14(4)9-5-8-13(2,3)15(14,18)12(17)19-11/h11-12,17-18H,5-9H2,1-4H3/t11-,12+,14+,15-/m1/s1
• InChI Key: YXWNIIPDTTWZIJ-PAPYEOQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9342	93.42%
Caco-2	+	0.5764	57.64%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6195	61.95%
P-glycoprotein inhibitior	-	0.8724	87.24%
P-glycoprotein substrate	-	0.8152	81.52%
CYP3A4 substrate	+	0.5467	54.67%
CYP2C9 substrate	-	0.8148	81.48%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.7366	73.66%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.7475	74.75%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.6676	66.76%
CYP2C8 inhibition	-	0.9503	95.03%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6653	66.53%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8090	80.90%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8848	88.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6282	62.82%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5196	51.96%
skin sensitisation	-	0.8219	82.19%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.4332	43.32%
Estrogen receptor binding	+	0.6724	67.24%
Androgen receptor binding	+	0.5432	54.32%
Thyroid receptor binding	+	0.6200	62.00%
Glucocorticoid receptor binding	-	0.6178	61.78%
Aromatase binding	-	0.5216	52.16%
PPAR gamma	+	0.5883	58.83%
Honey bee toxicity	-	0.8837	88.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	97.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.20%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.52%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.38%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.89%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.39%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.35%	92.50%

Plants that contains it

• Illicium micranthum subsp. tsangii

Cross-Links

• PubChem: 10778466
• LOTUS: LTS0137503
• wikiData: Q105368250