(1R,2S,4S,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-triol

Details

• Internal ID: d863e0be-067f-4dfa-a294-326e295ccaf2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC(C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)O)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C)O)C)O[C@@]1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C56H94O30/c1-19(17-76-49-43(72)39(68)36(65)30(13-57)79-49)5-8-56(75)20(2)34-29(86-56)10-23-21-9-25(61)24-11-28(26(62)12-55(24,4)22(21)6-7-54(23,34)3)78-51-45(74)41(70)46(33(16-60)82-51)83-53-48(85-52-44(73)40(69)37(66)31(14-58)80-52)47(38(67)32(15-59)81-53)84-50-42(71)35(64)27(63)18-77-50/h19-53,57-75H,5-18H2,1-4H3/t19-,20+,21-,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+,51-,52+,53+,54+,55-,56-/m1/s1
• InChI Key: LYPZKABLHWOYRH-FQVPYZFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₄O₃₀
• Molecular Weight: 1247.30 g/mol
• Exact Mass: 1246.58299158 g/mol
• Topological Polar Surface Area (TPSA): 486.00 Ų
• XlogP: -5.30
• Atomic LogP (AlogP): -7.55
• H-Bond Acceptor: 30
• H-Bond Donor: 19
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7856	78.56%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6144	61.44%
CYP3A4 substrate	+	0.7554	75.54%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7056	70.56%
Human Ether-a-go-go-Related Gene inhibition	+	0.8129	81.29%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8658	86.58%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9388	93.88%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8541	85.41%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	+	0.5303	53.03%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.6531	65.31%
PPAR gamma	+	0.7843	78.43%
Honey bee toxicity	-	0.5679	56.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7523	75.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.37%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	97.87%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.47%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.54%	96.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.25%	92.86%
CHEMBL4302	P08183	P-glycoprotein 1	94.46%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.15%	97.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.29%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	91.56%	90.17%
CHEMBL204	P00734	Thrombin	91.33%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.14%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.10%	97.25%
CHEMBL206	P03372	Estrogen receptor alpha	89.97%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.55%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.16%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.76%	95.58%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.34%	96.77%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.25%	92.78%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.17%	95.36%
CHEMBL242	Q92731	Estrogen receptor beta	86.96%	98.35%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.94%	97.86%
CHEMBL237	P41145	Kappa opioid receptor	86.87%	98.10%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	86.44%	87.38%
CHEMBL4581	P52732	Kinesin-like protein 1	86.20%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.69%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.40%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.04%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.81%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.05%	91.03%
CHEMBL220	P22303	Acetylcholinesterase	83.51%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.37%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.28%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.27%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	83.26%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.39%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.27%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.76%	96.67%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.74%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.46%	89.05%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.33%	92.32%
CHEMBL2996	Q05655	Protein kinase C delta	81.14%	97.79%

Plants that contains it

• Allium schubertii

Cross-Links

• PubChem: 163035069
• LOTUS: LTS0169058
• wikiData: Q105159486