(3'S,5'R,7S,9S,13S,16S)-16-[(2R,3S,5R)-5-[(2S,3S,5R)-4-[(2S,3S,5R)-3,5-dihydroxy-4-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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: e3fb652c-91c9-454f-baf9-6f63695eb8e9
• 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)-4-[(2S,3S,5R)-3,5-dihydroxy-4-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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)OC2C(C(C(C(O2)C)O)O)O)O)OC2C(C(C(C(O2)CO)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)OC2[C@H]([C@H]([C@@H]([C@H](O2)C)O)O)O)O)O[C@H]2[C@H](C([C@@H](C(O2)CO)O)O)O)O)O)C)C)C)OC1)O
• InChI: InChI=1S/C56H90O28/c1-19-10-33(62)56(74-17-19)20(2)34-28(84-56)12-26-24-7-6-22-11-23(8-9-54(22,4)25(24)13-32(61)55(26,34)5)76-51-43(71)40(68)46(31(16-59)79-51)81-53-48(83-52-42(70)39(67)36(64)29(14-57)77-52)47(37(65)30(15-58)78-53)82-49-44(72)45(27(60)18-73-49)80-50-41(69)38(66)35(63)21(3)75-50/h19-31,33-53,57-60,62-72H,6-18H2,1-5H3/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-,56?/m1/s1
• InChI Key: RDVFKWXDYPJTQW-KWELZAGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₈
• Molecular Weight: 1211.30 g/mol
• Exact Mass: 1210.56186221 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -5.27
• 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	-	0.8758	87.58%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8538	85.38%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.6662	66.62%
CYP3A4 substrate	+	0.7513	75.13%
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	+	0.7027	70.27%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8409	84.09%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8739	87.39%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8658	86.58%
Androgen receptor binding	+	0.7429	74.29%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.7243	72.43%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.8003	80.03%
Honey bee toxicity	-	0.5692	56.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	98.81%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.51%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.88%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.67%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.79%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.25%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.71%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.22%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.28%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	87.03%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.56%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.85%	92.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.88%	80.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.69%	97.50%
CHEMBL2581	P07339	Cathepsin D	82.97%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.54%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	82.53%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.52%	95.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.12%	95.71%

Plants that contains it

• Agave macroacantha

Cross-Links

• PubChem: 162950916
• LOTUS: LTS0159807
• wikiData: Q105234486