(2R,3S,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-4-hydroxy-6-[(1R,2S,4S,5'R,6S,7S,8R,9R,12S,13R,15S,16S,18S)-15-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 22d6f0bb-88ca-4d43-b4ab-95368444cc56
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-4-hydroxy-6-[(1R,2S,4S,5'R,6S,7S,8R,9R,12S,13R,15S,16S,18S)-15-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)O)C)C)OC19CCC(CO9)CO
• 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)C)O)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)C)C)O[C@@]19CC[C@@H](CO9)CO
• InChI: InChI=1S/C45H74O18/c1-18-30-28(63-45(18)11-8-21(15-46)17-56-45)13-25-23-7-6-22-12-27(26(48)14-44(22,5)24(23)9-10-43(25,30)4)59-42-39(62-41-36(54)34(52)32(50)20(3)58-41)37(55)38(29(16-47)60-42)61-40-35(53)33(51)31(49)19(2)57-40/h18-42,46-55H,6-17H2,1-5H3/t18-,19-,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-/m0/s1
• InChI Key: VFFZTNVCORWDDD-VMWMLAOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₈
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.48751551 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8878	88.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.5593	55.93%
P-glycoprotein inhibitior	+	0.7282	72.82%
P-glycoprotein substrate	-	0.7182	71.82%
CYP3A4 substrate	+	0.7510	75.10%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
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	+	0.6975	69.75%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9120	91.20%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7937	79.37%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8851	88.51%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8906	89.06%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.7004	70.04%
Thyroid receptor binding	-	0.5975	59.75%
Glucocorticoid receptor binding	+	0.5552	55.52%
Aromatase binding	+	0.6881	68.81%
PPAR gamma	+	0.7319	73.19%
Honey bee toxicity	-	0.5484	54.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.58%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	93.25%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.22%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.66%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.87%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	89.64%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.16%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	89.02%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.09%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.50%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.75%	95.58%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.62%	89.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.76%	95.83%
CHEMBL1914	P06276	Butyrylcholinesterase	84.66%	95.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.47%	97.86%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.28%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.04%	86.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.56%	92.78%
CHEMBL220	P22303	Acetylcholinesterase	81.49%	94.45%
CHEMBL233	P35372	Mu opioid receptor	81.46%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.43%	92.86%
CHEMBL204	P00734	Thrombin	81.43%	96.01%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.32%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.09%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.44%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.15%	98.05%

Plants that contains it

• Allium tuberosum

Cross-Links

• PubChem: 163194580
• LOTUS: LTS0087149
• wikiData: Q105285272