7-Hydroxy-3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 273cb592-a72a-4198-b31b-0754fc3b9b27
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CC(CC2C1(CC3=C(C(=O)OC3C2)C)C)O
• SMILES (Isomeric): CC1CC(CC2C1(CC3=C(C(=O)OC3C2)C)C)O
• InChI: InChI=1S/C15H22O3/c1-8-4-11(16)5-10-6-13-12(7-15(8,10)3)9(2)14(17)18-13/h8,10-11,13,16H,4-7H2,1-3H3
• InChI Key: FMYDKWZBAWPPJM-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): 2.44
• 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	+	0.9972	99.72%
Caco-2	+	0.9032	90.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6393	63.93%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8407	84.07%
P-glycoprotein inhibitior	-	0.9049	90.49%
P-glycoprotein substrate	-	0.8619	86.19%
CYP3A4 substrate	+	0.6075	60.75%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.6292	62.92%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8159	81.59%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.7050	70.50%
CYP2C8 inhibition	-	0.8938	89.38%
CYP inhibitory promiscuity	-	0.8446	84.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4414	44.14%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8636	86.36%
Skin irritation	+	0.6353	63.53%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5119	51.19%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5856	58.56%
skin sensitisation	-	0.6839	68.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.6417	64.17%
Estrogen receptor binding	-	0.5811	58.11%
Androgen receptor binding	-	0.5294	52.94%
Thyroid receptor binding	-	0.4905	49.05%
Glucocorticoid receptor binding	-	0.5566	55.66%
Aromatase binding	-	0.7039	70.39%
PPAR gamma	-	0.5448	54.48%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	91.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.29%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.80%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.67%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.11%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.95%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.51%	98.95%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 162933430
• LOTUS: LTS0222923
• wikiData: Q104998141