[(1S,2S,4S,5R,6S,7R,8R,9R,12R)-5,12-diacetyloxy-6-(acetyloxymethyl)-7,8-dibenzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

Details

• Internal ID: 8bf821e5-b216-45d6-b355-216a7d79fe60
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5R,6S,7R,8R,9R,12R)-5,12-diacetyloxy-6-(acetyloxymethyl)-7,8-dibenzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C6=CC=CC=C6)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=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C6=CC=CC=C6)OC(=O)C
• InChI: InChI=1S/C42H44O14/c1-24(43)50-23-41-33(51-25(2)44)30(53-36(46)27-16-10-7-11-17-27)22-40(6,49)42(41)34(52-26(3)45)31(39(4,5)56-42)32(54-37(47)28-18-12-8-13-19-28)35(41)55-38(48)29-20-14-9-15-21-29/h7-21,30-35,49H,22-23H2,1-6H3/t30-,31+,32+,33-,34+,35-,40-,41-,42-/m0/s1
• InChI Key: BWHOERWUKSULBL-LTYRNNIISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₄O₁₄
• Molecular Weight: 772.80 g/mol
• Exact Mass: 772.27310607 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 14
• 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	+	0.9760	97.60%
Caco-2	-	0.8019	80.19%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6645	66.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.8366	83.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9816	98.16%
P-glycoprotein inhibitior	+	0.9190	91.90%
P-glycoprotein substrate	-	0.6209	62.09%
CYP3A4 substrate	+	0.6494	64.94%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7593	75.93%
CYP2C9 inhibition	-	0.6188	61.88%
CYP2C19 inhibition	-	0.7282	72.82%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.7596	75.96%
CYP2C8 inhibition	+	0.7176	71.76%
CYP inhibitory promiscuity	-	0.8643	86.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5894	58.94%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.7372	73.72%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8745	87.45%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6007	60.07%
Acute Oral Toxicity (c)	I	0.4106	41.06%
Estrogen receptor binding	+	0.7938	79.38%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	+	0.6460	64.60%
Glucocorticoid receptor binding	+	0.7061	70.61%
Aromatase binding	+	0.5544	55.44%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.8587	85.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.52%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.51%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	90.25%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	88.12%	91.49%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.59%	91.65%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.01%	94.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.94%	83.00%
CHEMBL4208	P20618	Proteasome component C5	84.47%	90.00%
CHEMBL5028	O14672	ADAM10	84.45%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.25%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.39%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.57%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%

Plants that contains it

• Celastrus pringlei

Cross-Links

• PubChem: 163078276
• LOTUS: LTS0188571
• wikiData: Q104947241