(3'S,5'R,7S,9S,13S,16S)-16-[(2R,3S,5R)-5-[(2S,3S,5R)-3-[(2S,3S,5R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3'-hydroxy-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: 92c385dc-968b-4039-8f4b-cd2951d37a12
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (3'S,5'R,7S,9S,13S,16S)-16-[(2R,3S,5R)-5-[(2S,3S,5R)-3-[(2S,3S,5R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CC(C2(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(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](C2([C@H](C3C(O2)CC4[C@@]3(C(=O)CC5C4CCC6[C@@]5(CC[C@@H](C6)O[C@H]7[C@H](C([C@H](C(O7)CO)O[C@H]8[C@H](C([C@@H](C(O8)CO)O)O[C@H]9[C@H](C([C@@H](CO9)O)O)O)O[C@H]2[C@H](C([C@@H](C(O2)CO)O)O[C@H]2[C@H](C([C@@H](CO2)O)O)O)O)O)O)C)C)C)OC1)O
• InChI: InChI=1S/C55H88O28/c1-19-9-33(62)55(74-16-19)20(2)34-28(83-55)11-25-23-6-5-21-10-22(7-8-53(21,3)24(23)12-32(61)54(25,34)4)75-50-42(70)39(67)44(31(15-58)78-50)79-52-47(46(38(66)30(14-57)77-52)81-49-41(69)36(64)27(60)18-73-49)82-51-43(71)45(37(65)29(13-56)76-51)80-48-40(68)35(63)26(59)17-72-48/h19-31,33-52,56-60,62-71H,5-18H2,1-4H3/t19-,20+,21?,22+,23?,24?,25?,26-,27-,28?,29?,30?,31?,33+,34?,35?,36?,37-,38-,39?,40+,41+,42+,43+,44+,45?,46?,47+,48+,49+,50-,51+,52+,53+,54-,55?/m1/s1
• InChI Key: KRXTVTCLGLJGNO-AGLLIFOXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₈
• Molecular Weight: 1197.30 g/mol
• Exact Mass: 1196.54621215 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -5.66
• H-Bond Acceptor: 28
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8752	87.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8555	85.55%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.6519	65.19%
CYP3A4 substrate	+	0.7512	75.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6638	66.38%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8183	81.83%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7818	78.18%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8754	87.54%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	+	0.6419	64.19%
PPAR gamma	+	0.7944	79.44%
Honey bee toxicity	-	0.5819	58.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	94.88%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.54%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.78%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.77%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.66%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	90.90%	95.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.20%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.70%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	86.88%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.86%	94.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.76%	80.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.56%	96.77%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.21%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.12%	95.93%
CHEMBL233	P35372	Mu opioid receptor	82.03%	97.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.31%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	81.01%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.73%	95.50%

Plants that contains it

• Agave macroacantha

Cross-Links

• PubChem: 162817617
• LOTUS: LTS0190777
• wikiData: Q105145276