(4-Acetyloxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-8-yl) 3-methylbut-2-enoate

Details

• Internal ID: 797248c1-8652-423c-95d0-1cdf99850660
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4-acetyloxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-8-yl) 3-methylbut-2-enoate
• InChI: InChI=1S/C22H28O6/c1-11(2)9-16(24)28-15-8-7-13(4)22(6)18(15)19(25)20-17(12(3)10-26-20)21(22)27-14(5)23/h9-10,13,15,18,21H,7-8H2,1-6H3
• InChI Key: FKWPXFLCFKOLLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7369	73.69%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	-	0.2129	21.29%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5862	58.62%
P-glycoprotein inhibitior	+	0.7884	78.84%
P-glycoprotein substrate	-	0.6722	67.22%
CYP3A4 substrate	+	0.6620	66.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	+	0.5318	53.18%
CYP2C9 inhibition	-	0.5715	57.15%
CYP2C19 inhibition	+	0.5095	50.95%
CYP2D6 inhibition	-	0.8468	84.68%
CYP1A2 inhibition	+	0.6847	68.47%
CYP2C8 inhibition	+	0.4461	44.61%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4909	49.09%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.6445	64.45%
Skin corrosion	-	0.8764	87.64%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6845	68.45%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.6821	68.21%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5711	57.11%
Acute Oral Toxicity (c)	III	0.4608	46.08%
Estrogen receptor binding	+	0.8687	86.87%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	+	0.5413	54.13%
Glucocorticoid receptor binding	+	0.7224	72.24%
Aromatase binding	+	0.5809	58.09%
PPAR gamma	+	0.6746	67.46%
Honey bee toxicity	-	0.7511	75.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.04%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	87.49%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.61%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.78%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.45%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.31%	90.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.10%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.50%	92.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.29%	92.94%

Plants that contains it

• Senecio rosmarinifolius

Cross-Links

• PubChem: 15627973
• LOTUS: LTS0078288
• wikiData: Q104996856