(2R,3R,4R,5S,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,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]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]oxyoxane-2,3,4,5-tetrol

Details

• Internal ID: 42a3e9cf-3f43-4235-aa2c-0df8c395dbd0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4R,5S,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,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]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]oxyoxane-2,3,4,5-tetrol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[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)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)O[C@]11CCC(CO1)C
• InChI: InChI=1S/C50H80O23/c1-19-7-12-50(64-18-19)20(2)30-26(73-50)14-25-23-6-5-21-13-22(8-10-48(21,3)24(23)9-11-49(25,30)4)65-44-39(62)35(58)40(29(17-53)68-44)69-47-42(71-45-37(60)33(56)31(54)27(15-51)66-45)41(32(55)28(16-52)67-47)70-46-38(61)34(57)36(59)43(63)72-46/h5,19-20,22-47,51-63H,6-18H2,1-4H3/t19?,20-,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+/m0/s1
• InChI Key: IMUPDJRJGQSNAI-DVZGRTHJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₃
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.50903879 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.03
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8914	89.14%
P-glycoprotein inhibitior	+	0.7329	73.29%
P-glycoprotein substrate	+	0.5315	53.15%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7654	76.54%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8694	86.94%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8371	83.71%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8632	86.32%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	-	0.5142	51.42%
Glucocorticoid receptor binding	+	0.6117	61.17%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.7699	76.99%
Honey bee toxicity	-	0.5684	56.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.63%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.86%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.23%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.04%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.13%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.09%	89.05%
CHEMBL5255	O00206	Toll-like receptor 4	88.24%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.65%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.49%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.25%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.03%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	86.99%	98.10%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.09%	94.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.20%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.10%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.79%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.96%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.92%	94.23%

Plants that contains it

• Polygonatum sibiricum

Cross-Links

• PubChem: 44575244
• LOTUS: LTS0059689
• wikiData: Q105115933