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

Details

• Internal ID: 5caf3e4f-c6ac-4d11-971f-475411045124
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,4R,5S,6R,7S,8S,9S,12S)-4,5,12-triacetyloxy-2-hydroxy-2,10,10-trimethyl-8-(2-methylpropanoyloxy)-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
• SMILES (Canonical): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C(C)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=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)C(C)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H46O15/c1-16(2)28(38)43-15-33-25(45-19(6)36)22(44-18(5)35)13-32(10,41)34(33)26(46-20(7)37)23(31(8,9)49-34)24(47-29(39)17(3)4)27(33)48-30(40)21-11-12-42-14-21/h11-12,14,16-17,22-27,41H,13,15H2,1-10H3/t22-,23+,24+,25-,26+,27-,32-,33-,34-/m1/s1
• InChI Key: QRUFLPVXOHVGFB-PFBWBEAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₁₅
• Molecular Weight: 694.70 g/mol
• Exact Mass: 694.28367076 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 15
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9568	95.68%
Caco-2	-	0.8104	81.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7053	70.53%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.7971	79.71%
OATP1B3 inhibitior	-	0.2146	21.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9425	94.25%
P-glycoprotein inhibitior	+	0.8440	84.40%
P-glycoprotein substrate	+	0.5167	51.67%
CYP3A4 substrate	+	0.6846	68.46%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.6959	69.59%
CYP2C9 inhibition	-	0.6397	63.97%
CYP2C19 inhibition	-	0.7366	73.66%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	+	0.6733	67.33%
CYP inhibitory promiscuity	-	0.8303	83.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4906	49.06%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8829	88.29%
Skin irritation	-	0.7654	76.54%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8035	80.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	I	0.3953	39.53%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7187	71.87%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.6991	69.91%
Aromatase binding	+	0.6664	66.64%
PPAR gamma	+	0.7387	73.87%
Honey bee toxicity	-	0.7821	78.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9679	96.79%

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	98.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.24%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.30%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.32%	97.79%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.23%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.64%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.63%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.58%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.22%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.87%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.98%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	82.72%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.54%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.96%	95.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.42%	93.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.29%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.85%	92.95%
CHEMBL1951	P21397	Monoamine oxidase A	80.01%	91.49%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 163193230
• LOTUS: LTS0128445
• wikiData: Q105226636