(3S,3aS,5aS,9aS,9bS)-3,5a,9-trimethyl-3,3a,4,5,9a,9b-hexahydrobenzo[g][1]benzofuran-2-one

Details

• Internal ID: d2852b47-154c-4d6c-8100-df049701c37a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3S,3aS,5aS,9aS,9bS)-3,5a,9-trimethyl-3,3a,4,5,9a,9b-hexahydrobenzo[g][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O2/c1-9-5-4-7-15(3)8-6-11-10(2)14(16)17-13(11)12(9)15/h4-5,7,10-13H,6,8H2,1-3H3/t10-,11-,12+,13-,15+/m0/s1
• InChI Key: RUZHVXNNTBRZPB-DKBOKBLXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• 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	+	0.7905	79.05%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4390	43.90%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9277	92.77%
P-glycoprotein inhibitior	-	0.9270	92.70%
P-glycoprotein substrate	-	0.8097	80.97%
CYP3A4 substrate	+	0.5993	59.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.6765	67.65%
CYP2C9 inhibition	-	0.9417	94.17%
CYP2C19 inhibition	-	0.5458	54.58%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	+	0.8418	84.18%
CYP2C8 inhibition	-	0.8429	84.29%
CYP inhibitory promiscuity	-	0.5674	56.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3938	39.38%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9294	92.94%
Skin irritation	+	0.6057	60.57%
Skin corrosion	-	0.8814	88.14%
Ames mutagenesis	-	0.7007	70.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.3766	37.66%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	+	0.6488	64.88%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5560	55.60%
Acute Oral Toxicity (c)	III	0.7213	72.13%
Estrogen receptor binding	-	0.6554	65.54%
Androgen receptor binding	+	0.5542	55.42%
Thyroid receptor binding	-	0.6513	65.13%
Glucocorticoid receptor binding	-	0.6679	66.79%
Aromatase binding	-	0.8620	86.20%
PPAR gamma	-	0.6840	68.40%
Honey bee toxicity	-	0.7523	75.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.90%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.12%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.67%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.22%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	86.12%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.04%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.17%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.06%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.93%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.13%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.15%	94.78%

Plants that contains it

• Ferula oopoda

Cross-Links

• PubChem: 11117930
• LOTUS: LTS0159478
• wikiData: Q104249717