(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

Details

• Internal ID: 3aa828bd-3398-4db5-bdca-446db825ecbc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)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(C(=O)C[C@H]5[C@H]4CC[C@@H]6[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)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C57H92O28/c1-20-8-11-57(74-19-20)21(2)34-28(85-57)13-27-25-7-6-23-12-24(9-10-55(23,4)26(25)14-33(62)56(27,34)5)76-51-44(72)40(68)47(32(18-61)79-51)82-54-49(84-52-43(71)39(67)36(64)29(15-58)77-52)48(37(65)30(16-59)78-54)83-53-45(73)41(69)46(31(17-60)80-53)81-50-42(70)38(66)35(63)22(3)75-50/h20-32,34-54,58-61,63-73H,6-19H2,1-5H3/t20-,21+,22+,23+,24+,25-,26+,27+,28+,29-,30-,31-,32-,34+,35+,36-,37-,38-,39+,40-,41-,42-,43-,44-,45-,46-,47+,48+,49-,50+,51-,52+,53+,54+,55+,56-,57-/m1/s1
• InChI Key: YFEZIHVOGMPYOV-USLGHZIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₂O₂₈
• Molecular Weight: 1225.30 g/mol
• Exact Mass: 1224.57751227 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -4.88
• H-Bond Acceptor: 28
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8735	87.35%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7795	77.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8975	89.75%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	-	0.5135	51.35%
CYP3A4 substrate	+	0.7396	73.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.6430	64.30%
CYP inhibitory promiscuity	-	0.9439	94.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6468	64.68%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8157	81.57%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7216	72.16%
Acute Oral Toxicity (c)	I	0.7157	71.57%
Estrogen receptor binding	+	0.8669	86.69%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7048	70.48%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.5403	54.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8713	87.13%

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	98.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.24%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	87.55%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	86.48%	98.10%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.19%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.62%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.32%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.86%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.58%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.09%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.74%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.66%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.66%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.99%	94.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.17%	95.83%

Plants that contains it

• Camassia leichtlinii
• Lonicera japonica

Cross-Links

• PubChem: 10606686
• LOTUS: LTS0238112
• wikiData: Q103817679