(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-6-hydroxy-16-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]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]icosan-10-one

Details

• Internal ID: be4d3a86-3f8e-453d-8227-a304abed7570
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-6-hydroxy-16-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]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]icosan-10-one
• SMILES (Canonical): CC1C2C(CC3C2(C(=O)CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(C(=O)C[C@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
• InChI: InChI=1S/C51H84O25/c1-19(18-68-45-40(64)37(61)33(57)27(14-52)70-45)7-10-51(67)20(2)32-26(76-51)12-25-23-6-5-21-11-22(8-9-49(21,3)24(23)13-31(56)50(25,32)4)69-48-44(75-47-42(66)39(63)35(59)29(16-54)72-47)43(36(60)30(17-55)73-48)74-46-41(65)38(62)34(58)28(15-53)71-46/h19-30,32-48,52-55,57-67H,5-18H2,1-4H3/t19-,20+,21-,22+,23-,24+,25+,26+,27-,28-,29-,30-,32+,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,43+,44-,45-,46+,47+,48-,49+,50-,51-/m1/s1
• InChI Key: GQDPJUITUWFYLJ-GKNSVQSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₅
• Molecular Weight: 1097.20 g/mol
• Exact Mass: 1096.53016816 g/mol
• Topological Polar Surface Area (TPSA): 404.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -4.78
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 16

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	-	0.8839	88.39%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.8731	87.31%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5561	55.61%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	+	0.6198	61.98%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
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	+	0.5489	54.89%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.8478	84.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7837	78.37%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7502	75.02%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6384	63.84%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8419	84.19%
Androgen receptor binding	+	0.7064	70.64%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6553	65.53%
Aromatase binding	+	0.6546	65.46%
PPAR gamma	+	0.7738	77.38%
Honey bee toxicity	-	0.6059	60.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.78%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	94.55%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.45%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	91.32%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	90.17%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.11%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	88.93%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.02%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.86%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.43%	92.50%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.73%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.88%	92.86%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.76%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	82.78%	97.79%
CHEMBL237	P41145	Kappa opioid receptor	82.15%	98.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.12%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.63%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.11%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.01%	96.47%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.98%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.75%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.34%	89.00%

Plants that contains it

• Yucca gigantea

Cross-Links

• PubChem: 163001605
• LOTUS: LTS0016181
• wikiData: Q105015318