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

Details

• Internal ID: dcaaf532-9b55-48a9-bdbc-c951ba814952
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (6-acetyloxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O6/c1-7-11(2)21(25)28-20-17-12(3)10-26-19(17)18(24)15-8-9-16(27-14(5)23)13(4)22(15,20)6/h7,10,13,15-16,20H,8-9H2,1-6H3
• InChI Key: ZBEIDAHTEHJVBJ-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: 4.00
• 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	+	0.9943	99.43%
Caco-2	+	0.7087	70.87%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7270	72.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.8805	88.05%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7789	77.89%
P-glycoprotein inhibitior	+	0.7632	76.32%
P-glycoprotein substrate	-	0.7383	73.83%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.5839	58.39%
CYP2C9 inhibition	-	0.7941	79.41%
CYP2C19 inhibition	-	0.6501	65.01%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	+	0.6668	66.68%
CYP2C8 inhibition	-	0.6501	65.01%
CYP inhibitory promiscuity	+	0.5073	50.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4747	47.47%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.6308	63.08%
Skin corrosion	-	0.8648	86.48%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7853	78.53%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.7213	72.13%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	III	0.4555	45.55%
Estrogen receptor binding	+	0.9043	90.43%
Androgen receptor binding	+	0.6573	65.73%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	+	0.7958	79.58%
Aromatase binding	+	0.6202	62.02%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.7884	78.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	98.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.55%	94.80%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.15%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.41%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.88%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.30%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.70%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%

Plants that contains it

• Telanthophora grandifolia

Cross-Links

• PubChem: 163047364
• LOTUS: LTS0059449
• wikiData: Q105370542