[(4R,4aR,5S,8aR,9aS)-3,4a,5-trimethyl-2-oxo-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-4-yl] acetate

Details

• Internal ID: 94df7d08-c849-42e7-a182-f8479e530de7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(4R,4aR,5S,8aR,9aS)-3,4a,5-trimethyl-2-oxo-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-4-yl] acetate
• SMILES (Canonical): CC1CCCC2C1(C(C3=C(C(=O)OC3C2)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC[C@H]2[C@@]1([C@H](C3=C(C(=O)O[C@H]3C2)C)OC(=O)C)C
• InChI: InChI=1S/C17H24O4/c1-9-6-5-7-12-8-13-14(10(2)16(19)21-13)15(17(9,12)4)20-11(3)18/h9,12-13,15H,5-8H2,1-4H3/t9-,12+,13-,15-,17+/m0/s1
• InChI Key: KEHGTUYOSBDFAJ-BNQMUTLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8893	88.93%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7155	71.55%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9033	90.33%
P-glycoprotein inhibitior	-	0.6824	68.24%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	+	0.6294	62.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9122	91.22%
CYP3A4 inhibition	-	0.6761	67.61%
CYP2C9 inhibition	-	0.8430	84.30%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	+	0.5076	50.76%
CYP2C8 inhibition	-	0.8047	80.47%
CYP inhibitory promiscuity	-	0.8477	84.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5416	54.16%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.6831	68.31%
Skin irritation	+	0.5787	57.87%
Skin corrosion	-	0.8883	88.83%
Ames mutagenesis	-	0.6664	66.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4592	45.92%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6825	68.25%
skin sensitisation	-	0.8119	81.19%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.7174	71.74%
Androgen receptor binding	+	0.5198	51.98%
Thyroid receptor binding	+	0.5594	55.94%
Glucocorticoid receptor binding	+	0.6018	60.18%
Aromatase binding	-	0.5848	58.48%
PPAR gamma	+	0.5833	58.33%
Honey bee toxicity	-	0.8345	83.45%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	95.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.80%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.78%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.19%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.36%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.87%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.36%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.69%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.42%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.11%	96.47%

Plants that contains it

• Ligularia muliensis

Cross-Links

• PubChem: 102384815
• LOTUS: LTS0238408
• wikiData: Q105139964