[(1S,2S,4S,5R,6S,7R,8R,9R,12R)-4,5,12-triacetyloxy-6-(acetyloxymethyl)-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate

Details

• Internal ID: efe211b6-e1a3-445a-8cdf-b65ead663b93
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5R,6S,7R,8R,9R,12R)-4,5,12-triacetyloxy-6-(acetyloxymethyl)-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H]([C@H](C[C@]([C@@]13[C@@H]([C@@H]([C@H]([C@@H]2OC(=O)C4=COC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C33H38O16/c1-16(34)43-15-32-25(45-18(3)36)22(44-17(2)35)12-31(7,40)33(32)26(46-19(4)37)23(30(5,6)49-33)24(47-28(38)20-8-10-41-13-20)27(32)48-29(39)21-9-11-42-14-21/h8-11,13-14,22-27,40H,12,15H2,1-7H3/t22-,23+,24+,25-,26+,27-,31-,32-,33-/m0/s1
• InChI Key: HOOFPQHMNHAFGX-GUHKNJDRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₆
• Molecular Weight: 690.60 g/mol
• Exact Mass: 690.21598512 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	-	0.7959	79.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6835	68.35%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8000	80.00%
OATP1B3 inhibitior	-	0.2371	23.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9262	92.62%
P-glycoprotein inhibitior	+	0.8648	86.48%
P-glycoprotein substrate	-	0.5495	54.95%
CYP3A4 substrate	+	0.6766	67.66%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.7285	72.85%
CYP2C9 inhibition	-	0.7084	70.84%
CYP2C19 inhibition	-	0.7969	79.69%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.8455	84.55%
CYP2C8 inhibition	+	0.6877	68.77%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8851	88.51%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8498	84.98%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5953	59.53%
Acute Oral Toxicity (c)	I	0.4821	48.21%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7094	70.94%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.7072	70.72%
Aromatase binding	+	0.6365	63.65%
PPAR gamma	+	0.7323	73.23%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9917	99.17%

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	98.08%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.48%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	92.90%	97.79%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.82%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	87.48%	92.51%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.50%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.45%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.86%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	84.72%	83.82%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.29%	97.28%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.23%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.85%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.21%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.03%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.40%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.89%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.36%	91.07%

Plants that contains it

• Celastrus angulata
• Euonymus japonicus

Cross-Links

• PubChem: 122187919
• LOTUS: LTS0045372
• wikiData: Q105031427