(3aS,5R,5aS,9aR)-1,5,8-trimethyl-3a,4,5,5a,6,9a-hexahydrobenzo[e][1]benzofuran-2,7-dione

Details

• Internal ID: 09d39209-e4d5-4956-a878-f7ddc801aacd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,5R,5aS,9aR)-1,5,8-trimethyl-3a,4,5,5a,6,9a-hexahydrobenzo[e][1]benzofuran-2,7-dione
• InChI: InChI=1S/C15H18O3/c1-7-5-13-14(9(3)15(17)18-13)11-4-8(2)12(16)6-10(7)11/h4,7,10-11,13H,5-6H2,1-3H3/t7-,10+,11+,13+/m1/s1
• InChI Key: JCTYUEGJVULBEI-ROBVANNZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• 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	+	0.8539	85.39%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6191	61.91%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8822	88.22%
P-glycoprotein inhibitior	-	0.9297	92.97%
P-glycoprotein substrate	-	0.7897	78.97%
CYP3A4 substrate	+	0.5281	52.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.6956	69.56%
CYP2C9 inhibition	-	0.8997	89.97%
CYP2C19 inhibition	-	0.8411	84.11%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	+	0.5154	51.54%
CYP2C8 inhibition	-	0.8607	86.07%
CYP inhibitory promiscuity	-	0.6963	69.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4407	44.07%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.7066	70.66%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6433	64.33%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.5875	58.75%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.6532	65.32%
Estrogen receptor binding	-	0.7533	75.33%
Androgen receptor binding	+	0.5314	53.14%
Thyroid receptor binding	-	0.7383	73.83%
Glucocorticoid receptor binding	-	0.6499	64.99%
Aromatase binding	-	0.8663	86.63%
PPAR gamma	-	0.6868	68.68%
Honey bee toxicity	-	0.8068	80.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	94.48%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.97%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.31%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.40%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.59%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.03%	91.11%

Plants that contains it

• Ageratina adenophora
• Croton tiglium

Cross-Links

• PubChem: 25016668
• NPASS: NPC30486
• LOTUS: LTS0126187
• wikiData: Q105125081