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

Details

• Internal ID: d2390d0d-4e03-4021-b881-069b3046aa86
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6R)-6-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(1S,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-3'-hydroxy-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-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)COC8C(C(C(C(O8)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)C)OC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([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[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)C)OC1)O
• InChI: InChI=1S/C51H82O21/c1-19-14-31(52)51(64-17-19)20(2)32-29(72-51)16-28-26-9-8-24-15-25(10-12-49(24,6)27(26)11-13-50(28,32)7)68-48-44(71-47-41(61)37(57)34(54)22(4)66-47)38(58)35(55)30(69-48)18-63-45-42(62)39(59)43(23(5)67-45)70-46-40(60)36(56)33(53)21(3)65-46/h8,19-23,25-48,52-62H,9-18H2,1-7H3/t19-,20+,21+,22+,23+,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+/m1/s1
• InChI Key: YHOAQKJHYLAXFW-KGGICEHISA-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: -0.70
• Atomic LogP (AlogP): -0.94
• 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	+	0.8076	80.76%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8733	87.33%
P-glycoprotein inhibitior	+	0.7379	73.79%
P-glycoprotein substrate	+	0.6476	64.76%
CYP3A4 substrate	+	0.7511	75.11%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.9428	94.28%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.7615	76.15%
CYP inhibitory promiscuity	-	0.9233	92.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5123	51.23%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9064	90.64%
Skin irritation	+	0.5063	50.63%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7930	79.30%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9136	91.36%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8975	89.75%
Acute Oral Toxicity (c)	I	0.5976	59.76%
Estrogen receptor binding	+	0.8547	85.47%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.7982	79.82%
Honey bee toxicity	-	0.6067	60.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9531	95.31%

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	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.28%	95.93%
CHEMBL1914	P06276	Butyrylcholinesterase	97.44%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.28%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.03%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.96%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.35%	86.33%
CHEMBL1871	P10275	Androgen Receptor	90.32%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.65%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.13%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.51%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.96%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.48%	92.94%
CHEMBL5957	P21589	5'-nucleotidase	86.44%	97.78%
CHEMBL5255	O00206	Toll-like receptor 4	86.21%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.15%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.35%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.82%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.47%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.81%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.05%	93.04%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.03%	97.50%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 101890253
• NPASS: NPC177700