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

Details

• Internal ID: 3b50309a-e0bf-4c5a-94a8-1f8b2badc8c0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(2S,4R,5S)-4-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(OC1OC2C(C(C(C(O2)CO)O)O)O)C3(C(C4C(O3)CC5C4(CCC6C5CC=C7C6(CCC(C7)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(C(O1)C)O)O)O)C)C)C)O
• SMILES (Isomeric): C[C@@H]1C[C@H](O[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C3([C@H]([C@H]4[C@@H](O3)C[C@@H]5[C@@]4(CC[C@H]6[C@H]5CC=C7[C@@]6(CC[C@@H](C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)C)C)C)O
• InChI: InChI=1S/C50H80O23/c1-18-12-30(69-43(18)72-46-40(62)37(59)34(56)28(15-51)67-46)50(63)19(2)31-27(73-50)14-25-23-7-6-21-13-22(8-10-48(21,4)24(23)9-11-49(25,31)5)66-47-42(71-45-39(61)36(58)32(54)20(3)65-45)41(35(57)29(16-52)68-47)70-44-38(60)33(55)26(53)17-64-44/h6,18-20,22-47,51-63H,7-17H2,1-5H3/t18-,19+,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?/m1/s1
• InChI Key: RKECRWWERANOKJ-SXLXAPQYSA-N
• Popularity: 0 references 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: -1.60
• 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	+	0.8128	81.28%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8790	87.90%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7619	76.19%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.6607	66.07%
CYP3A4 substrate	+	0.7533	75.33%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9129	91.29%
CYP2C9 inhibition	-	0.9142	91.42%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.9164	91.64%
CYP2C8 inhibition	+	0.7791	77.91%
CYP inhibitory promiscuity	-	0.9048	90.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5234	52.34%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.5501	55.01%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8118	81.18%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9238	92.38%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9517	95.17%
Acute Oral Toxicity (c)	I	0.7663	76.63%
Estrogen receptor binding	+	0.8557	85.57%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	+	0.6822	68.22%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.5905	59.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5530	55.30%
Fish aquatic toxicity	+	0.9341	93.41%

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	99.10%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.79%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.70%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.42%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	87.47%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.31%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.01%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.49%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.87%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.68%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.56%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.16%	92.86%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.41%	94.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.36%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	83.21%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.06%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.27%	89.05%

Plants that contains it

• Solanum anguivi

Cross-Links

• PubChem: 101222825
• LOTUS: LTS0110855
• wikiData: Q105238342