[(5S,7R)-7-acetyloxy-4-(acetyloxymethyl)-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl] propanoate

Details

• Internal ID: 70358a7e-9eac-4f1b-8354-efe70a60d64d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(5S,7R)-7-acetyloxy-4-(acetyloxymethyl)-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl] propanoate
• InChI: InChI=1S/C22H26O7/c1-6-18(25)29-21-16-8-15(28-14(5)24)7-11(2)19(16)17(10-26-13(4)23)20-12(3)9-27-22(20)21/h9,11,15H,6-8,10H2,1-5H3/t11-,15+/m0/s1
• InChI Key: RKEUCAIBENNROK-XHDPSFHLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 92.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6214	62.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.8896	88.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9844	98.44%
P-glycoprotein inhibitior	+	0.6401	64.01%
P-glycoprotein substrate	-	0.6160	61.60%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	-	0.7663	76.63%
CYP2C9 inhibition	+	0.8080	80.80%
CYP2C19 inhibition	+	0.8045	80.45%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.8327	83.27%
CYP2C8 inhibition	+	0.6703	67.03%
CYP inhibitory promiscuity	+	0.6502	65.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5516	55.16%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8812	88.12%
Skin irritation	-	0.8582	85.82%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	+	0.5209	52.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.5303	53.03%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7682	76.82%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9255	92.55%
Acute Oral Toxicity (c)	III	0.6620	66.20%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.7084	70.84%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8414	84.14%
Aromatase binding	-	0.6009	60.09%
PPAR gamma	+	0.7441	74.41%
Honey bee toxicity	-	0.7322	73.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.56%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	91.45%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.03%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.43%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.07%	96.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.23%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.97%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.07%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.84%	97.79%

Plants that contains it

• Senecio lydenburgensis

Cross-Links

• PubChem: 162861081
• LOTUS: LTS0190029
• wikiData: Q105238364