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

Details

• Internal ID: b3d22541-5e1f-4eb9-b1b7-b7f86f8428dc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-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(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)OC11CCC(=C)CO1
• 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]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C)C)O[C@]11CCC(=C)CO1
• InChI: InChI=1S/C51H82O24/c1-19-7-10-51(66-18-19)20(2)32-27(75-51)12-24-22-6-5-21-11-26(25(56)13-50(21,4)23(22)8-9-49(24,32)3)67-45-41(65)38(62)42(31(17-55)71-45)72-48-44(74-47-40(64)37(61)34(58)29(15-53)69-47)43(35(59)30(16-54)70-48)73-46-39(63)36(60)33(57)28(14-52)68-46/h20-48,52-65H,1,5-18H2,2-4H3/t20-,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-,51+/m0/s1
• InChI Key: MLJWHBNFRZSTSE-KLHGAGACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₄
• Molecular Weight: 1079.20 g/mol
• Exact Mass: 1078.51960348 g/mol
• Topological Polar Surface Area (TPSA): 376.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -4.02
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6654	66.54%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8473	84.73%
P-glycoprotein inhibitior	+	0.7363	73.63%
P-glycoprotein substrate	-	0.6082	60.82%
CYP3A4 substrate	+	0.7481	74.81%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.6748	67.48%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9055	90.55%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.8078	80.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8609	86.09%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9084	90.84%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9148	91.48%
Acute Oral Toxicity (c)	I	0.7360	73.60%
Estrogen receptor binding	+	0.8330	83.30%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	-	0.5460	54.60%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	+	0.6573	65.73%
PPAR gamma	+	0.7602	76.02%
Honey bee toxicity	-	0.5842	58.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	98.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.76%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	93.35%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.34%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.53%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.89%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.21%	96.21%
CHEMBL259	P32245	Melanocortin receptor 4	88.10%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.16%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	85.32%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.28%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.89%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.54%	97.93%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.36%	97.86%
CHEMBL4581	P52732	Kinesin-like protein 1	82.10%	93.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.14%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.78%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	80.74%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.62%	93.04%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.13%	89.05%

Plants that contains it

• Chlorophytum borivilianum

Cross-Links

• PubChem: 25207842
• LOTUS: LTS0049716
• wikiData: Q105166765