[4,5,7,12-Tetraacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10-dimethyl-3-(2-methylbutanoyloxy)-8-oxo-11-oxatricyclo[7.2.1.01,6]dodecan-10-yl]methyl pyridine-3-carboxylate

Details

• Internal ID: f438cf89-6d3d-4ca1-81fb-289b0f386154
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [4,5,7,12-tetraacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10-dimethyl-3-(2-methylbutanoyloxy)-8-oxo-11-oxatricyclo[7.2.1.01,6]dodecan-10-yl]methyl pyridine-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C2(C(C(=O)C3C(C2(C1(C)O)OC3(C)COC(=O)C4=CN=CC=C4)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C(C2(C(C(=O)C3C(C2(C1(C)O)OC3(C)COC(=O)C4=CN=CC=C4)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H45NO17/c1-10-17(2)31(44)53-29-26(49-19(4)39)30(52-22(7)42)35(16-47-18(3)38)28(51-21(6)41)25(43)24-27(50-20(5)40)36(35,34(29,9)46)54-33(24,8)15-48-32(45)23-12-11-13-37-14-23/h11-14,17,24,26-30,46H,10,15-16H2,1-9H3
• InChI Key: VZNBBVMTJYKZLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₅NO₁₇
• Molecular Weight: 763.70 g/mol
• Exact Mass: 763.26874897 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 18
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9116	91.16%
Caco-2	-	0.8414	84.14%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4932	49.32%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8353	83.53%
OATP1B3 inhibitior	+	0.8888	88.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9777	97.77%
P-glycoprotein inhibitior	+	0.8385	83.85%
P-glycoprotein substrate	+	0.5738	57.38%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	+	0.6064	60.64%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.6881	68.81%
CYP2C9 inhibition	-	0.7221	72.21%
CYP2C19 inhibition	-	0.6794	67.94%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.6885	68.85%
CYP2C8 inhibition	+	0.7820	78.20%
CYP inhibitory promiscuity	-	0.5864	58.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5071	50.71%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5225	52.25%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5112	51.12%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7018	70.18%
Acute Oral Toxicity (c)	III	0.4831	48.31%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.7208	72.08%
Thyroid receptor binding	+	0.6432	64.32%
Glucocorticoid receptor binding	+	0.7259	72.59%
Aromatase binding	+	0.6898	68.98%
PPAR gamma	+	0.7484	74.84%
Honey bee toxicity	-	0.7336	73.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.8142	81.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2996	Q05655	Protein kinase C delta	98.84%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.81%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.71%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.64%	95.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.26%	95.71%
CHEMBL4208	P20618	Proteasome component C5	84.87%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.79%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.68%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.93%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	81.62%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.90%	96.90%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 22297567
• LOTUS: LTS0185400
• wikiData: Q105299858