[12-Acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-7-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] furan-3-carboxylate

Details

• Internal ID: 85038cb7-af02-45eb-88f2-7d1fb9f632cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-7-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] furan-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(CC2OC(=O)C=CC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C5=COC=C5
• SMILES (Isomeric): CC(=O)OCC12C(CCC(C13C(C(CC2OC(=O)C=CC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C5=COC=C5
• InChI: InChI=1S/C33H38O11/c1-20(34)40-19-32-25(43-29(37)23-14-16-39-18-23)13-15-31(5,38)33(32)28(41-21(2)35)24(30(3,4)44-33)17-26(32)42-27(36)12-11-22-9-7-6-8-10-22/h6-12,14,16,18,24-26,28,38H,13,15,17,19H2,1-5H3
• InChI Key: ZYDOFCQFZCENDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₁
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.24141202 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.7676	76.76%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8235	82.35%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.7832	78.32%
OATP1B3 inhibitior	-	0.2448	24.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5614	56.14%
BSEP inhibitior	+	0.9870	98.70%
P-glycoprotein inhibitior	+	0.8720	87.20%
P-glycoprotein substrate	+	0.5215	52.15%
CYP3A4 substrate	+	0.7238	72.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	+	0.5217	52.17%
CYP2C9 inhibition	-	0.5611	56.11%
CYP2C19 inhibition	-	0.7410	74.10%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8357	83.57%
CYP2C8 inhibition	+	0.8921	89.21%
CYP inhibitory promiscuity	-	0.8819	88.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.6339	63.39%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9253	92.53%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8499	84.99%
Acute Oral Toxicity (c)	I	0.4827	48.27%
Estrogen receptor binding	+	0.8322	83.22%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.6662	66.62%
Glucocorticoid receptor binding	+	0.7701	77.01%
Aromatase binding	+	0.6378	63.78%
PPAR gamma	+	0.7265	72.65%
Honey bee toxicity	-	0.7826	78.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
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
CHEMBL221	P23219	Cyclooxygenase-1	99.30%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.94%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.09%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.31%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.54%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.36%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL5028	O14672	ADAM10	89.52%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.68%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.30%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.24%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	88.11%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.52%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.24%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.96%	89.44%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.57%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.91%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.59%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.54%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.85%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.44%	93.99%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.34%	94.08%

Plants that contains it

• Euonymus nanoides

Cross-Links

• PubChem: 72813745
• LOTUS: LTS0148471
• wikiData: Q105386028