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

Details

• Internal ID: d5e5c5db-c585-4860-94ba-3f4385c8ccbf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 8-hydroxy-3,5,8a-trimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCC(C2(C1=CC3C(C(=O)OC3C2)C)C)O
• SMILES (Isomeric): CC1CCC(C2(C1=CC3C(C(=O)OC3C2)C)C)O
• InChI: InChI=1S/C15H22O3/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)15)9(2)14(17)18-12/h6,8-10,12-13,16H,4-5,7H2,1-3H3
• InChI Key: FEYQLIJGWGWQNT-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	+	0.7420	74.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.9454	94.54%
P-glycoprotein inhibitior	-	0.8905	89.05%
P-glycoprotein substrate	-	0.7852	78.52%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.5896	58.96%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.7610	76.10%
CYP2C8 inhibition	-	0.8959	89.59%
CYP inhibitory promiscuity	-	0.9278	92.78%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4969	49.69%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9871	98.71%
Skin irritation	+	0.6323	63.23%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6027	60.27%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6897	68.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.4922	49.22%
Estrogen receptor binding	-	0.6485	64.85%
Androgen receptor binding	-	0.5455	54.55%
Thyroid receptor binding	+	0.5963	59.63%
Glucocorticoid receptor binding	-	0.5277	52.77%
Aromatase binding	-	0.6700	67.00%
PPAR gamma	-	0.7316	73.16%
Honey bee toxicity	-	0.9286	92.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	92.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.05%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.29%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.36%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.77%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.65%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	80.43%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%

Plants that contains it

• Ferula communis
• Inula japonica
• Inula thapsoides

Cross-Links

• PubChem: 162894957
• LOTUS: LTS0001514
• wikiData: Q105213895