(18S)-16-[(2R,3S,5S)-5-[(2S,3S,5S)-3-[(3R,4S,5R)-3,5-dihydroxy-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4,5-trihydroxy-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: 56701c90-2465-4c39-a6a4-ee0051b06ad0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (18S)-16-[(2R,3S,5S)-5-[(2S,3S,5S)-3-[(3R,4S,5R)-3,5-dihydroxy-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4,5-trihydroxy-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)(O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(CO2)O)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CC[C@@H]6C5(CCC(C6)O[C@H]7[C@H](C([C@](C(O7)CO)(O)O[C@H]8[C@H](C([C@H](C(O8)CO)O)O[C@H]9[C@H](C([C@H](C(O9)CO)O)O)O)OC2[C@@H]([C@H]([C@@H](CO2)O)OC2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C55H88O28/c1-20-7-10-54(74-17-20)21(2)34-29(82-54)12-26-24-6-5-22-11-23(8-9-52(22,3)25(24)13-32(61)53(26,34)4)75-50-42(69)46(70)55(71,33(16-58)78-50)83-51-45(44(37(64)31(15-57)77-51)80-49-40(67)38(65)36(63)30(14-56)76-49)81-48-41(68)43(28(60)19-73-48)79-47-39(66)35(62)27(59)18-72-47/h20-31,33-51,56-60,62-71H,5-19H2,1-4H3/t20?,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+/m0/s1
• InChI Key: GHMRILAKANAPCR-UCJXFYMRSA-N
• Popularity: 0 references 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: -3.80
• Atomic LogP (AlogP): -5.31
• 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	-	0.8738	87.38%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7681	76.81%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.6756	67.56%
CYP3A4 substrate	+	0.7532	75.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8494	84.94%
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	+	0.7295	72.95%
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	-	0.9010	90.10%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8156	81.56%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7875	78.75%
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	-	0.7525	75.25%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8541	85.41%
Androgen receptor binding	+	0.7517	75.17%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.6919	69.19%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	+	0.7960	79.60%
Honey bee toxicity	-	0.5839	58.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	98.87%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.42%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.31%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	89.01%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	88.67%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.51%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.47%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.54%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.31%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.79%	96.21%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.10%	97.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.85%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.59%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.45%	93.04%
CHEMBL2581	P07339	Cathepsin D	82.35%	98.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.32%	97.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.18%	80.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.38%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.16%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	80.44%	98.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.31%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%
CHEMBL233	P35372	Mu opioid receptor	80.11%	97.93%

Plants that contains it

• Agave decipiens

Cross-Links

• PubChem: 162913874
• LOTUS: LTS0099875
• wikiData: Q105008619