(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 14125e5a-37ee-4c5d-a6c2-29360e86bd49
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C51H82O24/c1-20-32(56)35(59)38(62)44(67-20)74-43-40(64)41(72-47-42(37(61)34(58)29(17-54)70-47)73-45-39(63)36(60)33(57)28(16-53)69-45)30(18-55)71-46(43)68-24-8-10-48(3)23(13-24)5-6-25-26(48)9-11-49(4)27(25)14-31-51(49,65)21(2)50(75-31)12-7-22(15-52)19-66-50/h5,20-22,24-47,52-65H,6-19H2,1-4H3/t20-,21+,22-,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+/m0/s1
• InChI Key: GSGQSQMBMTTYFQ-MACIEVRJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₄
• Molecular Weight: 1079.20 g/mol
• Exact Mass: 1078.51960348 g/mol
• Topological Polar Surface Area (TPSA): 376.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.87
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7384	73.84%
P-glycoprotein substrate	+	0.6669	66.69%
CYP3A4 substrate	+	0.7416	74.16%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.8064	80.64%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8410	84.10%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9601	96.01%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8969	89.69%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8604	86.04%
Androgen receptor binding	+	0.7668	76.68%
Thyroid receptor binding	+	0.5233	52.33%
Glucocorticoid receptor binding	+	0.6536	65.36%
Aromatase binding	+	0.6351	63.51%
PPAR gamma	+	0.8057	80.57%
Honey bee toxicity	-	0.6161	61.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.12%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.31%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	94.23%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.88%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	93.10%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	92.89%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.88%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.42%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.01%	93.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.21%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.17%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.62%	94.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.40%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.02%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.82%	94.08%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.40%	91.71%
CHEMBL325	Q13547	Histone deacetylase 1	81.51%	95.92%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.36%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	80.71%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.27%	96.00%

Plants that contains it

• Lilium regale

Cross-Links

• PubChem: 162881529
• LOTUS: LTS0044089
• wikiData: Q105017128