(2S,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4R,5'R,6R,7S,8R,9S,12S,13R,16S)-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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,3,4,5-tetrol

Details

• Internal ID: a1c88b4e-1fc9-40c5-a41d-430078141b3a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4R,5'R,6R,7S,8R,9S,12S,13R,16S)-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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,3,4,5-tetrol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)OC2C(C(C(C(O2)C)O)O)(O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]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)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O[C@H]2C([C@@H]([C@H]([C@@H](O2)C)O)O)(O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C51H82O21/c1-20-10-15-50(63-19-20)21(2)32-30(72-50)17-29-27-9-8-25-16-26(11-13-48(25,6)28(27)12-14-49(29,32)7)67-46-42(39(59)41(31(18-52)68-46)69-44-37(57)35(55)33(53)22(3)64-44)70-45-38(58)36(56)40(24(5)65-45)71-47-51(61,62)43(60)34(54)23(4)66-47/h8,20-24,26-47,52-62H,9-19H2,1-7H3/t20-,21+,22+,23+,24+,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: UPUUKPPLGHZYAE-JBKXFXFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₁
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.53485962 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6555	65.55%
Caco-2	-	0.8861	88.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7258	72.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9120	91.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9359	93.59%
P-glycoprotein inhibitior	+	0.7384	73.84%
P-glycoprotein substrate	+	0.6150	61.50%
CYP3A4 substrate	+	0.7547	75.47%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8255	82.55%
CYP3A4 inhibition	-	0.9439	94.39%
CYP2C9 inhibition	-	0.9195	91.95%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8492	84.92%
CYP2C8 inhibition	+	0.7785	77.85%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4819	48.19%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.5620	56.20%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.9270	92.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8219	82.19%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9052	90.52%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7935	79.35%
Acute Oral Toxicity (c)	III	0.4879	48.79%
Estrogen receptor binding	+	0.8615	86.15%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.6911	69.11%
Aromatase binding	+	0.6591	65.91%
PPAR gamma	+	0.8160	81.60%
Honey bee toxicity	-	0.5681	56.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9357	93.57%

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	98.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.95%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.67%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.65%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	93.52%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.69%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.63%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.35%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.89%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.43%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.74%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.17%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.78%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	85.48%	92.50%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.63%	94.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.74%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.71%	96.90%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	82.25%	94.01%
CHEMBL237	P41145	Kappa opioid receptor	81.71%	98.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.69%	86.92%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.21%	92.32%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.04%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.32%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.29%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.27%	94.00%

Plants that contains it

• Cestrum nocturnum

Cross-Links

• PubChem: 162950968
• LOTUS: LTS0274273
• wikiData: Q105277006