[(1R,2S,3S,4S,5R,6R,7R,9R)-5-acetyloxy-6-(acetyloxymethyl)-4-benzoyloxy-2,3-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate

Details

• Internal ID: b385756e-1729-4594-8f1f-8e083b8be370
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1R,2S,3S,4S,5R,6R,7R,9R)-5-acetyloxy-6-(acetyloxymethyl)-4-benzoyloxy-2,3-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(CC3CC1(C(C(C(C2OC(=O)C)OC(=O)C4=CC=CC=C4)O)(C)O)OC3(C)C)OC(=O)C5=CN=CC=C5
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H](C[C@@H]3C[C@@]1([C@@]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C4=CC=CC=C4)O)(C)O)OC3(C)C)OC(=O)C5=CN=CC=C5
• InChI: InChI=1S/C32H37NO11/c1-18(34)40-17-31-23(42-28(38)21-12-9-13-33-16-21)14-22-15-32(31,44-29(22,3)4)30(5,39)25(36)24(26(31)41-19(2)35)43-27(37)20-10-7-6-8-11-20/h6-13,16,22-26,36,39H,14-15,17H2,1-5H3/t22-,23-,24+,25+,26+,30+,31-,32+/m1/s1
• InChI Key: IBYLVJWSADDHAM-JDICOBTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₇NO₁₁
• Molecular Weight: 611.60 g/mol
• Exact Mass: 611.23666100 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7962	79.62%
Caco-2	-	0.7956	79.56%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7447	74.47%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	+	0.8417	84.17%
P-glycoprotein substrate	-	0.5346	53.46%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.7476	74.76%
CYP2C9 inhibition	-	0.8669	86.69%
CYP2C19 inhibition	-	0.8247	82.47%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.7217	72.17%
CYP2C8 inhibition	+	0.8520	85.20%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6037	60.37%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.8059	80.59%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7400	74.00%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5110	51.10%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8489	84.89%
Acute Oral Toxicity (c)	III	0.5326	53.26%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	+	0.6178	61.78%
Glucocorticoid receptor binding	+	0.6351	63.51%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.6538	65.38%
Honey bee toxicity	-	0.7924	79.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9708	97.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.67%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.02%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.79%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	92.49%	97.79%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.43%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.19%	94.08%
CHEMBL5028	O14672	ADAM10	85.66%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	85.15%	91.49%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.46%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.40%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.88%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.17%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.32%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.30%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.19%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Catha edulis

Cross-Links

• PubChem: 162889327
• LOTUS: LTS0082882
• wikiData: Q105110838