(9a-methoxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-8-yl) acetate

Details

• Internal ID: 7483dc71-c8e0-4548-aea2-86843c6c4f10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (9a-methoxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-8-yl) acetate
• SMILES (Canonical): CC1CCC(C2C1(CC3=C(C(=O)OC3(C2)OC)C)C)OC(=O)C
• SMILES (Isomeric): CC1CCC(C2C1(CC3=C(C(=O)OC3(C2)OC)C)C)OC(=O)C
• InChI: InChI=1S/C18H26O5/c1-10-6-7-15(22-12(3)19)14-9-18(21-5)13(8-17(10,14)4)11(2)16(20)23-18/h10,14-15H,6-9H2,1-5H3
• InChI Key: CWJWCSSMECXYLO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.17802393 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8939	89.39%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7161	71.61%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6661	66.61%
P-glycoprotein inhibitior	-	0.4926	49.26%
P-glycoprotein substrate	-	0.7874	78.74%
CYP3A4 substrate	+	0.6907	69.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.7116	71.16%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.8939	89.39%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.5497	54.97%
CYP2C8 inhibition	-	0.7124	71.24%
CYP inhibitory promiscuity	-	0.8654	86.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8171	81.71%
Skin irritation	-	0.5206	52.06%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3704	37.04%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5583	55.83%
skin sensitisation	-	0.8352	83.52%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.4856	48.56%
Estrogen receptor binding	+	0.7577	75.77%
Androgen receptor binding	+	0.5361	53.61%
Thyroid receptor binding	+	0.6948	69.48%
Glucocorticoid receptor binding	+	0.6910	69.10%
Aromatase binding	-	0.5965	59.65%
PPAR gamma	+	0.6196	61.96%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	96.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.54%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.00%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.99%	96.09%
CHEMBL1871	P10275	Androgen Receptor	86.66%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.73%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.45%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.31%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.94%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.37%	85.14%
CHEMBL2581	P07339	Cathepsin D	81.69%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	80.25%	97.05%

Plants that contains it

• Senecio miser

Cross-Links

• PubChem: 85215451
• LOTUS: LTS0005202
• wikiData: Q104971321