6-Hydroxy-3,5,8a-trimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 623c0288-5b78-416d-b15a-22ec225e4cd7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 6-hydroxy-3,5,8a-trimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1C(CCC2(C1=CC3C(C(=O)OC3C2)C)C)O
• SMILES (Isomeric): CC1C(CCC2(C1=CC3C(C(=O)OC3C2)C)C)O
• InChI: InChI=1S/C15H22O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h6,8-10,12-13,16H,4-5,7H2,1-3H3
• InChI Key: YYFKBQHEOQEXAG-UHFFFAOYSA-N
• Popularity: 0 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: 2.10
• Atomic LogP (AlogP): 2.29
• 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	+	1.0000	100.00%
Caco-2	+	0.7838	78.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7035	70.35%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9765	97.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8968	89.68%
P-glycoprotein inhibitior	-	0.8848	88.48%
P-glycoprotein substrate	-	0.7699	76.99%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.5582	55.82%
CYP2C9 inhibition	-	0.9201	92.01%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.6541	65.41%
CYP2C8 inhibition	-	0.9221	92.21%
CYP inhibitory promiscuity	-	0.8945	89.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4620	46.20%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9598	95.98%
Skin irritation	+	0.6273	62.73%
Skin corrosion	-	0.8897	88.97%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6243	62.43%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6710	67.10%
skin sensitisation	-	0.6676	66.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5095	50.95%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	-	0.6020	60.20%
Androgen receptor binding	-	0.5242	52.42%
Thyroid receptor binding	+	0.5383	53.83%
Glucocorticoid receptor binding	-	0.6313	63.13%
Aromatase binding	-	0.6321	63.21%
PPAR gamma	-	0.7535	75.35%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	96.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.41%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.10%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.95%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.51%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.35%	92.94%

Plants that contains it

• Inula helenium

Cross-Links

• PubChem: 75241237
• LOTUS: LTS0020573
• wikiData: Q105368514