(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-5-hydroxy-2-[[(1S,2S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 4b149857-3492-48fe-aaf5-a1f6df7e77a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-5-hydroxy-2-[[(1S,2S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(=C)COC9C(C(C(C(O9)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@]1(CCC(=C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC
• InChI: InChI=1S/C50H80O22/c1-20(17-64-44-40(61)38(59)36(57)31(16-51)68-44)9-12-50(63-6)21(2)33-30(72-50)15-27-25-8-7-23-13-24(52)14-32(49(23,5)26(25)10-11-48(27,33)4)69-47-43(71-46-41(62)37(58)34(55)22(3)67-46)42(29(54)19-66-47)70-45-39(60)35(56)28(53)18-65-45/h7,21-22,24-47,51-62H,1,8-19H2,2-6H3/t21-,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-/m0/s1
• InChI Key: KCPKRFGAFUBIBG-IPYWSOHGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₂
• Molecular Weight: 1033.20 g/mol
• Exact Mass: 1032.51412418 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.18
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7251	72.51%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6666	66.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8434	84.34%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7762	77.62%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.7146	71.46%
CYP3A4 substrate	+	0.7566	75.66%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9222	92.22%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.8876	88.76%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.8055	80.55%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5418	54.18%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.5441	54.41%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8094	80.94%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9009	90.09%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9062	90.62%
Acute Oral Toxicity (c)	I	0.5144	51.44%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.7346	73.46%
Thyroid receptor binding	+	0.5276	52.76%
Glucocorticoid receptor binding	+	0.7009	70.09%
Aromatase binding	+	0.6647	66.47%
PPAR gamma	+	0.7784	77.84%
Honey bee toxicity	-	0.5754	57.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9200	92.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.00%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.89%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	93.86%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.74%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.45%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.42%	92.88%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.20%	95.89%
CHEMBL1871	P10275	Androgen Receptor	86.72%	96.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.26%	96.00%
CHEMBL204	P00734	Thrombin	86.05%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.63%	89.05%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.93%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.80%	94.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.58%	95.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.40%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	81.14%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	80.72%	98.10%

Plants that contains it

• Ruscus aculeatus

Cross-Links

• PubChem: 162920368
• LOTUS: LTS0149202
• wikiData: Q105138879