(3aR,7S,8aR,9aR)-7-hydroxy-5,8a-dimethyl-3-methylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: e0c4cc16-df0e-4e7d-86f4-5b233e9e743a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aR,7S,8aR,9aR)-7-hydroxy-5,8a-dimethyl-3-methylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-8-4-10(16)6-15(3)7-13-11(5-12(8)15)9(2)14(17)18-13/h10-11,13,16H,2,4-7H2,1,3H3/t10-,11+,13+,15+/m0/s1
• InChI Key: ZGRRVGUCLIVGAJ-FMVNMVDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.36
• 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	+	0.9965	99.65%
Caco-2	+	0.7645	76.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6222	62.22%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9486	94.86%
P-glycoprotein inhibitior	-	0.8799	87.99%
P-glycoprotein substrate	-	0.8602	86.02%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9158	91.58%
CYP2C19 inhibition	-	0.7564	75.64%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.6493	64.93%
CYP2C8 inhibition	-	0.8426	84.26%
CYP inhibitory promiscuity	-	0.8489	84.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4667	46.67%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.6880	68.80%
Skin irritation	+	0.5618	56.18%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	-	0.5491	54.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6822	68.22%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7461	74.61%
skin sensitisation	-	0.6388	63.88%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.8299	82.99%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	+	0.5477	54.77%
Androgen receptor binding	+	0.5198	51.98%
Thyroid receptor binding	-	0.5354	53.54%
Glucocorticoid receptor binding	-	0.5098	50.98%
Aromatase binding	+	0.5235	52.35%
PPAR gamma	-	0.5693	56.93%
Honey bee toxicity	-	0.7727	77.27%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	91.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.34%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.25%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.52%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14864226
• LOTUS: LTS0155406
• wikiData: Q105375390