(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[(2R,3R,4R,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,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-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: dab6a953-b404-4a83-9d62-7d4a7384676b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[(2R,3R,4R,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,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-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• 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)OC9C(C(C(C(O9)C)O)O)O)OC2C(C(C(C(O2)C)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[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C51H82O20/c1-20-10-15-51(62-19-20)21(2)32-30(71-51)17-29-27-9-8-25-16-26(11-13-49(25,6)28(27)12-14-50(29,32)7)66-47-41(61)43(69-45-39(59)36(56)33(53)22(3)63-45)42(31(18-52)67-47)68-48-44(38(58)35(55)24(5)65-48)70-46-40(60)37(57)34(54)23(4)64-46/h8,20-24,26-48,52-61H,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+,51-/m1/s1
• InChI Key: SPDRGXNPOLRBGD-XJADHDRTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₀
• Molecular Weight: 1015.20 g/mol
• Exact Mass: 1014.53994500 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

• (3,25R)-Spirost-5-en-3-yl O-6-deoxy--L-mannopyranosyl-(13)-O-[O-6-deoxy--L-mannopyranosyl-(12)-6-deoxy--L-mannopyranosyl-(14)]--D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7782	77.82%
Caco-2	-	0.8864	88.64%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7183	71.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.8965	89.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9226	92.26%
P-glycoprotein inhibitior	+	0.7378	73.78%
P-glycoprotein substrate	+	0.5299	52.99%
CYP3A4 substrate	+	0.7464	74.64%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9261	92.61%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.9272	92.72%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.8700	87.00%
CYP2C8 inhibition	+	0.7485	74.85%
CYP inhibitory promiscuity	-	0.8872	88.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4852	48.52%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.5935	59.35%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8414	84.14%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9036	90.36%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8193	81.93%
Acute Oral Toxicity (c)	III	0.4742	47.42%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	+	0.7891	78.91%
Honey bee toxicity	-	0.5664	56.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9268	92.68%

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	98.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.03%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.24%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.20%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.80%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.50%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.15%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	87.09%	95.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.06%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.09%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.01%	94.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.92%	94.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.58%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.48%	93.56%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	80.96%	98.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.70%	91.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.44%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.00%	92.62%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 102594501
• NPASS: NPC43452