(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6S,7S,8R,9S,12S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,15-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e43ff85f-e066-43ee-9de4-6a6d4ab80bc2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6S,7S,8R,9S,12S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,15-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)O)C)C)O[C@]1(CC[C@@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
• InChI: InChI=1S/C50H84O24/c1-19(17-66-44-39(62)36(59)34(57)29(14-51)69-44)7-10-50(65)20(2)32-28(74-50)12-24-22-6-5-21-11-27(25(54)13-49(21,4)23(22)8-9-48(24,32)3)68-46-40(63)37(60)42(31(16-53)71-46)72-47-41(64)43(35(58)30(15-52)70-47)73-45-38(61)33(56)26(55)18-67-45/h19-47,51-65H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24+,25-,26-,27-,28+,29-,30-,31-,32+,33+,34-,35-,36+,37-,38-,39-,40-,41-,42+,43+,44-,45+,46-,47+,48+,49+,50+/m1/s1
• InChI Key: RSPUUUSROCUOIJ-ZBGDGXIFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₄O₂₄
• Molecular Weight: 1069.20 g/mol
• Exact Mass: 1068.53525354 g/mol
• Topological Polar Surface Area (TPSA): 387.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.35
• H-Bond Acceptor: 24
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8126	81.26%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6017	60.17%
CYP3A4 substrate	+	0.7557	75.57%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6949	69.49%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7716	77.16%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8783	87.83%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9561	95.61%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8484	84.84%
Androgen receptor binding	+	0.6785	67.85%
Thyroid receptor binding	-	0.5210	52.10%
Glucocorticoid receptor binding	+	0.6288	62.88%
Aromatase binding	+	0.6912	69.12%
PPAR gamma	+	0.7740	77.40%
Honey bee toxicity	-	0.5693	56.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7523	75.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.47%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	95.96%	95.93%
CHEMBL204	P00734	Thrombin	95.86%	96.01%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.80%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL4302	P08183	P-glycoprotein 1	93.50%	92.98%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.29%	97.29%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.99%	96.21%
CHEMBL4581	P52732	Kinesin-like protein 1	92.63%	93.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.70%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.47%	97.25%
CHEMBL233	P35372	Mu opioid receptor	90.99%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.13%	94.45%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.91%	95.36%
CHEMBL221	P23219	Cyclooxygenase-1	89.44%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	89.26%	98.10%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.10%	97.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.22%	98.05%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.94%	92.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.47%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.91%	95.58%
CHEMBL220	P22303	Acetylcholinesterase	86.87%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.74%	95.89%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	85.97%	87.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.83%	91.03%
CHEMBL206	P03372	Estrogen receptor alpha	85.19%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	84.37%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.26%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.22%	96.77%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.15%	92.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.84%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.81%	89.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.78%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.71%	95.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.59%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.56%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.10%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	82.55%	92.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.54%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.14%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.49%	97.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.47%	92.32%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.42%	96.67%
CHEMBL1871	P10275	Androgen Receptor	81.26%	96.43%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	80.39%	92.38%

Plants that contains it

• Allium stipitatum

Cross-Links

• PubChem: 162944979
• LOTUS: LTS0118907
• wikiData: Q105244814