(3R,3aS,5aR,9bS)-3,5a,9-trimethyl-3,3a,4,5,6,7,8,9b-octahydrobenzo[g][1]benzofuran-2-one

Details

• Internal ID: f9f7ebbb-b9ab-4f86-a95a-9bb7c441e3ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3R,3aS,5aR,9bS)-3,5a,9-trimethyl-3,3a,4,5,6,7,8,9b-octahydrobenzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC1C2CCC3(CCCC(=C3C2OC1=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC[C@]3(CCCC(=C3[C@H]2OC1=O)C)C
• InChI: InChI=1S/C15H22O2/c1-9-5-4-7-15(3)8-6-11-10(2)14(16)17-13(11)12(9)15/h10-11,13H,4-8H2,1-3H3/t10-,11+,13+,15-/m1/s1
• InChI Key: IVACOVAJGWWAAS-REJLFOLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.46
• 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	+	0.9026	90.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4759	47.59%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8316	83.16%
P-glycoprotein inhibitior	-	0.8457	84.57%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	+	0.5887	58.87%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.6793	67.93%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	+	0.6018	60.18%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	+	0.7596	75.96%
CYP2C8 inhibition	-	0.9155	91.55%
CYP inhibitory promiscuity	-	0.6859	68.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4540	45.40%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.7105	71.05%
Skin irritation	+	0.5267	52.67%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6114	61.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	+	0.4902	49.02%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6046	60.46%
Acute Oral Toxicity (c)	III	0.7475	74.75%
Estrogen receptor binding	-	0.6973	69.73%
Androgen receptor binding	+	0.5433	54.33%
Thyroid receptor binding	-	0.5500	55.00%
Glucocorticoid receptor binding	-	0.6608	66.08%
Aromatase binding	-	0.8174	81.74%
PPAR gamma	-	0.7947	79.47%
Honey bee toxicity	-	0.8558	85.58%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	93.28%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.42%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.21%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.35%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.99%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.72%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.51%	97.14%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.47%	94.78%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.03%	93.04%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.67%	99.29%

Plants that contains it

• Diplophyllum albicans

Cross-Links

• PubChem: 14486964
• LOTUS: LTS0242205
• wikiData: Q105120945