methyl 2-[(1R,3R,4R,5S,7S,8R,9S,12S,13S)-4,5-diacetyloxy-13-(furan-3-yl)-9-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

Details

• Internal ID: 8fa79bb6-3d99-49c3-93ad-e124965c450e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,3R,4R,5S,7S,8R,9S,12S,13S)-4,5-diacetyloxy-13-(furan-3-yl)-9-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
• SMILES (Canonical): CC(=O)OC1C2C(C(C(C1OC(=O)C)(C)C)CC(=O)OC)(C3(CCC4(C(OC(=O)CC4(C3=C)O2)C5=COC=C5)C)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2[C@@]([C@H](C([C@@H]1OC(=O)C)(C)C)CC(=O)OC)([C@]3(CC[C@]4([C@@H](OC(=O)C[C@@]4(C3=C)O2)C5=COC=C5)C)O)C
• InChI: InChI=1S/C31H40O11/c1-16-30(36)11-10-28(6)24(19-9-12-38-15-19)41-22(35)14-31(16,28)42-26-23(39-17(2)32)25(40-18(3)33)27(4,5)20(29(26,30)7)13-21(34)37-8/h9,12,15,20,23-26,36H,1,10-11,13-14H2,2-8H3/t20-,23-,24-,25+,26-,28-,29+,30+,31-/m0/s1
• InChI Key: WIZOVKYMIQNPQP-LPVNRPTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₁
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.25706209 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	-	0.7962	79.62%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	-	0.5471	54.71%
OATP1B3 inhibitior	-	0.7145	71.45%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9495	94.95%
P-glycoprotein inhibitior	+	0.8181	81.81%
P-glycoprotein substrate	+	0.6201	62.01%
CYP3A4 substrate	+	0.7059	70.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	+	0.8041	80.41%
CYP2C9 inhibition	-	0.6630	66.30%
CYP2C19 inhibition	-	0.7155	71.55%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.7943	79.43%
CYP2C8 inhibition	+	0.6897	68.97%
CYP inhibitory promiscuity	-	0.8302	83.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8659	86.59%
Skin irritation	-	0.5868	58.68%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7451	74.51%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5025	50.25%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5749	57.49%
Acute Oral Toxicity (c)	I	0.7128	71.28%
Estrogen receptor binding	+	0.7856	78.56%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	+	0.6440	64.40%
Glucocorticoid receptor binding	+	0.7942	79.42%
Aromatase binding	+	0.7430	74.30%
PPAR gamma	+	0.7658	76.58%
Honey bee toxicity	-	0.7536	75.36%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.19%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	92.02%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.09%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.21%	91.49%
CHEMBL5028	O14672	ADAM10	83.57%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.90%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.80%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.33%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.55%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.79%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.56%	91.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.52%	91.03%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.22%	97.28%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 16742797
• LOTUS: LTS0185489
• wikiData: Q105306618