[12-Acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-5-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: f9db79ff-1645-484f-8f05-230054e019c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-5-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(C(=O)C2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12C(CCC(C13C(C(C(=O)C2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
• InChI: InChI=1S/C35H38O11/c1-21(36)42-20-34-25(44-26(38)17-16-23-12-8-6-9-13-23)18-19-33(5,41)35(34)29(43-22(2)37)27(32(3,4)46-35)28(39)30(34)45-31(40)24-14-10-7-11-15-24/h6-17,25,27,29-30,41H,18-20H2,1-5H3
• InChI Key: CTRWBXOZUNMXCL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₈O₁₁
• Molecular Weight: 634.70 g/mol
• Exact Mass: 634.24141202 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.61
• 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	+	0.9853	98.53%
Caco-2	-	0.7817	78.17%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8196	81.96%
OATP1B3 inhibitior	+	0.8387	83.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6364	63.64%
BSEP inhibitior	+	0.9833	98.33%
P-glycoprotein inhibitior	+	0.9082	90.82%
P-glycoprotein substrate	-	0.5586	55.86%
CYP3A4 substrate	+	0.7084	70.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	+	0.5499	54.99%
CYP2C9 inhibition	+	0.5233	52.33%
CYP2C19 inhibition	-	0.6247	62.47%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	+	0.8707	87.07%
CYP inhibitory promiscuity	-	0.8597	85.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.6294	62.94%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8468	84.68%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6282	62.82%
Acute Oral Toxicity (c)	I	0.3840	38.40%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	+	0.6656	66.56%
Glucocorticoid receptor binding	+	0.7699	76.99%
Aromatase binding	+	0.5340	53.40%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.7814	78.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.49%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.40%	93.99%
CHEMBL221	P23219	Cyclooxygenase-1	93.54%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.54%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	89.51%	91.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.49%	97.09%
CHEMBL5028	O14672	ADAM10	86.77%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.39%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.18%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.42%	91.07%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.97%	89.44%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.65%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.85%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.68%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.85%	100.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 162998822
• LOTUS: LTS0050308
• wikiData: Q104250497