[(2S,3R,4S,5R)-3-acetyloxy-5-hydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16S)-14-hydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,16-trimethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate

Details

• Internal ID: 7e4ac59a-53fc-4aea-84fa-a99c178e3a35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5R)-3-acetyloxy-5-hydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16S)-14-hydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,16-trimethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC(C1OC(=O)C)OC2CCC34CC35CCC6(C(C5CC(C4C2(C)C)OC7C(C(C(CO7)O)O)O)CC(C6C8(CCC(O8)C(C)(C)O)C)O)C)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](CO[C@H]([C@@H]1OC(=O)C)O[C@H]2CC[C@]34C[C@]35CC[C@]6([C@H]([C@@H]5C[C@@H]([C@H]4C2(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C[C@@H]([C@@H]6[C@]8(CC[C@H](O8)C(C)(C)O)C)O)C)O
• InChI: InChI=1S/C43H68O15/c1-20(44)54-32-26(48)18-53-37(33(32)55-21(2)45)57-28-10-12-43-19-42(43)14-13-40(7)22(15-24(46)34(40)41(8)11-9-29(58-41)39(5,6)51)23(42)16-27(35(43)38(28,3)4)56-36-31(50)30(49)25(47)17-52-36/h22-37,46-51H,9-19H2,1-8H3/t22-,23-,24-,25+,26+,27-,28-,29-,30-,31+,32-,33+,34-,35-,36-,37-,40-,41+,42-,43+/m0/s1
• InChI Key: URTXLZMKEMFIEO-DDMIUAAQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₅
• Molecular Weight: 825.00 g/mol
• Exact Mass: 824.45582146 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7649	76.49%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7856	78.56%
OATP2B1 inhibitior	-	0.8743	87.43%
OATP1B1 inhibitior	+	0.8345	83.45%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.6374	63.74%
P-glycoprotein inhibitior	+	0.7822	78.22%
P-glycoprotein substrate	+	0.5375	53.75%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8018	80.18%
CYP2C9 inhibition	-	0.8092	80.92%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.6628	66.28%
CYP inhibitory promiscuity	-	0.9730	97.30%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.7112	71.12%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6764	67.64%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6425	64.25%
skin sensitisation	-	0.9025	90.25%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8280	82.80%
Acute Oral Toxicity (c)	I	0.5987	59.87%
Estrogen receptor binding	+	0.7296	72.96%
Androgen receptor binding	+	0.7253	72.53%
Thyroid receptor binding	-	0.5709	57.09%
Glucocorticoid receptor binding	+	0.7430	74.30%
Aromatase binding	+	0.6760	67.60%
PPAR gamma	+	0.7783	77.83%
Honey bee toxicity	-	0.6242	62.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9565	95.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	97.88%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.00%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL1871	P10275	Androgen Receptor	92.62%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	90.79%	95.38%
CHEMBL340	P08684	Cytochrome P450 3A4	89.18%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.05%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.08%	82.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.01%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.01%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.56%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.44%	96.95%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.94%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.62%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.05%	92.88%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.23%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.05%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.66%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.39%	97.47%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.28%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.15%	86.33%

Plants that contains it

• Astragalus sieversianus

Cross-Links

• PubChem: 162925425
• LOTUS: LTS0128756
• wikiData: Q105278042