(3R,4S,4aR,5S,8aR)-4-hydroxy-3,4a,5-trimethyl-3,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 66efa482-40c5-4cc1-b473-86a6c3bba2ed
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3R,4S,4aR,5S,8aR)-4-hydroxy-3,4a,5-trimethyl-3,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O3/c1-8-5-4-6-10-7-11-12(9(2)14(17)18-11)13(16)15(8,10)3/h8-10,13,16H,4-7H2,1-3H3/t8-,9+,10+,13+,15+/m0/s1
• InChI Key: VMUFDWQSKQTRRF-MNUQXQRLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8781	87.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5975	59.75%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.9026	90.26%
P-glycoprotein inhibitior	-	0.8968	89.68%
P-glycoprotein substrate	-	0.8501	85.01%
CYP3A4 substrate	+	0.5505	55.05%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.7214	72.14%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.7761	77.61%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	+	0.7052	70.52%
CYP2C8 inhibition	-	0.9112	91.12%
CYP inhibitory promiscuity	-	0.8734	87.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4413	44.13%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8960	89.60%
Skin irritation	+	0.6760	67.60%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.7764	77.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6067	60.67%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.7440	74.40%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5812	58.12%
Estrogen receptor binding	+	0.6794	67.94%
Androgen receptor binding	-	0.5564	55.64%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.6798	67.98%
Aromatase binding	-	0.6941	69.41%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.97%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.64%	99.23%
CHEMBL237	P41145	Kappa opioid receptor	85.68%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	83.31%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.93%	97.09%

Plants that contains it

• Ligularia kanaitzensis
• Ligularia lamarum

Cross-Links

• PubChem: 101849881
• LOTUS: LTS0061180
• wikiData: Q105289295