(2S,3R,4R,5R,6R)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 21161b6a-ceed-407e-abfe-40554d782c3f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6R)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• 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(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)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)CO)O)O)O)C)C)O[C@@]1(CCC(C)CO[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C57H96O28/c1-21(19-75-50-43(69)40(66)36(62)30(16-58)79-50)8-13-57(74)22(2)34-29(85-57)15-28-26-7-6-24-14-25(9-11-55(24,4)27(26)10-12-56(28,34)5)78-54-49(84-53-46(72)42(68)38(64)32(18-60)81-53)47(73)48(83-52-45(71)39(65)35(61)23(3)77-52)33(82-54)20-76-51-44(70)41(67)37(63)31(17-59)80-51/h21-54,58-74H,6-20H2,1-5H3/t21?,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+,52-,53-,54+,55-,56-,57+/m0/s1
• InChI Key: SUHZCFHVHYUSEP-KYGYAPALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₆O₂₈
• Molecular Weight: 1229.40 g/mol
• Exact Mass: 1228.60881240 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -5.10
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7595	75.95%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.5807	58.07%
CYP3A4 substrate	+	0.7497	74.97%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6523	65.23%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7778	77.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8065	80.65%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8718	87.18%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8733	87.33%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8419	84.19%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.7016	70.16%
Aromatase binding	+	0.6926	69.26%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.5755	57.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.18%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.88%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.60%	89.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.26%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.16%	96.61%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.02%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	92.35%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.04%	96.21%
CHEMBL233	P35372	Mu opioid receptor	91.84%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.62%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	90.31%	93.18%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.21%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.64%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.07%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	88.09%	98.46%
CHEMBL2996	Q05655	Protein kinase C delta	87.23%	97.79%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.06%	97.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.86%	97.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.81%	89.00%
CHEMBL1871	P10275	Androgen Receptor	86.50%	96.43%
CHEMBL204	P00734	Thrombin	86.01%	96.01%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.11%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.90%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.56%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.45%	96.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.19%	92.32%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.18%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.17%	93.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.88%	97.31%
CHEMBL5255	O00206	Toll-like receptor 4	83.42%	92.50%
CHEMBL4302	P08183	P-glycoprotein 1	82.95%	92.98%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.93%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.48%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.28%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.98%	92.94%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	81.64%	87.38%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.39%	97.56%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.27%	92.50%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.07%	96.31%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.58%	96.77%
CHEMBL242	Q92731	Estrogen receptor beta	80.39%	98.35%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.35%	92.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%

Plants that contains it

• Senecio nemorensis

Cross-Links

• PubChem: 23304616
• NPASS: NPC283766