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

Details

• Internal ID: 7d88a0cf-b0a8-4508-833c-d2e49c11a45c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,5S,6S,7R,8S,9R,12R)-6-(acetyloxymethyl)-8-benzoyloxy-2-hydroxy-2,10,10-trimethyl-5,12-bis[[(2R)-2-methylbutanoyl]oxy]-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1CCC(C23C1(C(C(C(C2OC(=O)C(C)CC)C(O3)(C)C)OC(=O)C4=CC=CC=C4)OC(=O)C5=COC=C5)COC(=O)C)(C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1CC[C@]([C@]23[C@@]1([C@H]([C@H]([C@H]([C@H]2OC(=O)[C@H](C)CC)C(O3)(C)C)OC(=O)C4=CC=CC=C4)OC(=O)C5=COC=C5)COC(=O)C)(C)O
• InChI: InChI=1S/C39H50O13/c1-9-22(3)32(41)48-27-16-18-37(8,45)39-30(50-33(42)23(4)10-2)28(36(6,7)52-39)29(49-34(43)25-14-12-11-13-15-25)31(38(27,39)21-47-24(5)40)51-35(44)26-17-19-46-20-26/h11-15,17,19-20,22-23,27-31,45H,9-10,16,18,21H2,1-8H3/t22-,23-,27+,28-,29+,30-,31+,37+,38+,39+/m1/s1
• InChI Key: JDBBOSXBGSMLEY-SAELPLOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₁₃
• Molecular Weight: 726.80 g/mol
• Exact Mass: 726.32514165 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 13
• 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	+	0.9858	98.58%
Caco-2	-	0.8208	82.08%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.7710	77.10%
OATP1B3 inhibitior	+	0.8078	80.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6114	61.14%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.8451	84.51%
P-glycoprotein substrate	+	0.5728	57.28%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	+	0.6561	65.61%
CYP2C9 inhibition	-	0.5100	51.00%
CYP2C19 inhibition	-	0.6691	66.91%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	+	0.8078	80.78%
CYP inhibitory promiscuity	-	0.8670	86.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.6697	66.97%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7730	77.30%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5163	51.63%
skin sensitisation	-	0.9155	91.55%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8071	80.71%
Acute Oral Toxicity (c)	III	0.3916	39.16%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.7466	74.66%
Thyroid receptor binding	+	0.6148	61.48%
Glucocorticoid receptor binding	+	0.7313	73.13%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.7558	75.58%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.28%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.24%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.45%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.77%	97.25%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	91.62%	91.65%
CHEMBL4040	P28482	MAP kinase ERK2	89.41%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL5028	O14672	ADAM10	87.80%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.27%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.27%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.08%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.64%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.42%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.14%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.17%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.99%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.78%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.75%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.30%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.15%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.03%	93.00%

Plants that contains it

• Euonymus nanoides

Cross-Links

• PubChem: 162879080
• LOTUS: LTS0171237
• wikiData: Q105125316