[(2R,3R,4S,5R,6R)-3-hydroxy-6-[(1R,2S,4S,5'R,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 17d097ec-fb33-4e56-bad0-f45f0eed1c0f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3R,4S,5R,6R)-3-hydroxy-6-[(1R,2S,4S,5'R,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)COC(=O)C)O)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC(=O)C)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O)C)OC1
• InChI: InChI=1S/C47H74O18/c1-20-10-15-46(58-18-20)23(4)47(56)31(65-46)17-29-27-9-8-25-16-26(11-13-44(25,6)28(27)12-14-45(29,47)7)61-43-40(64-42-38(55)36(53)33(50)22(3)60-42)39(34(51)30(62-43)19-57-24(5)48)63-41-37(54)35(52)32(49)21(2)59-41/h8,20-23,26-43,49-56H,9-19H2,1-7H3/t20-,21+,22+,23-,26+,27-,28+,29+,30-,31+,32+,33+,34-,35-,36-,37-,38-,39+,40-,41+,42+,43-,44+,45+,46-,47-/m1/s1
• InChI Key: QDDSBAJXSRKHDX-GGINIBSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₈
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.48751551 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8425	84.25%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8517	85.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.8598	85.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9450	94.50%
P-glycoprotein inhibitior	+	0.7397	73.97%
P-glycoprotein substrate	+	0.6490	64.90%
CYP3A4 substrate	+	0.7487	74.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9124	91.24%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	+	0.7878	78.78%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5386	53.86%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9092	90.92%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.8970	89.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7223	72.23%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8926	89.26%
skin sensitisation	-	0.9165	91.65%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7757	77.57%
Acute Oral Toxicity (c)	III	0.4824	48.24%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	-	0.5237	52.37%
Glucocorticoid receptor binding	+	0.6570	65.70%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.7782	77.82%
Honey bee toxicity	-	0.6146	61.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9782	97.82%

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	99.09%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.28%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	92.87%	92.50%
CHEMBL1914	P06276	Butyrylcholinesterase	92.20%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.85%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.72%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.48%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.96%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.58%	96.61%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.03%	91.19%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.98%	97.53%
CHEMBL1951	P21397	Monoamine oxidase A	85.44%	91.49%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.73%	93.04%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.43%	94.08%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.27%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.98%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.67%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.49%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.39%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.21%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	80.55%	97.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.21%	95.50%

Plants that contains it

• Dracaena arborea

Cross-Links

• PubChem: 46873591
• LOTUS: LTS0243636
• wikiData: Q105218763