(2R,3S,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2R,4R,5'R,6R,7S,8S,9S,12R,13R,16S,20R)-20-hydroxy-5',7,9,13-tetramethyl-5'-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 086a9570-3cc0-4945-8ddd-fe5922eeeeff
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2R,4R,5'R,6R,7S,8S,9S,12R,13R,16S,20R)-20-hydroxy-5',7,9,13-tetramethyl-5'-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3C(C=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)O)C)OC19CCC(O9)(C)COC1C(C(C(C(O1)CO)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]3[C@H](C=C5[C@@]4(CC[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)C)O)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)O)C)O[C@@]19CC[C@](O9)(C)CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O
• InChI: InChI=1S/C51H82O23/c1-19-31-27(73-51(19)12-11-48(4,74-51)18-65-44-38(61)37(60)34(57)28(16-52)69-44)15-25-30-24(8-10-50(25,31)6)49(5)9-7-23(13-22(49)14-26(30)54)68-47-43(72-46-40(63)36(59)33(56)21(3)67-46)41(64)42(29(17-53)70-47)71-45-39(62)35(58)32(55)20(2)66-45/h14,19-21,23-47,52-64H,7-13,15-18H2,1-6H3/t19-,20-,21-,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+/m0/s1
• InChI Key: PKVDIPUFXQPYFG-SZJVYMKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.85
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 11

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	-	0.8868	88.68%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8517	85.17%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.5622	56.22%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
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	+	0.7320	73.20%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8518	85.18%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7892	78.92%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8599	85.99%
Androgen receptor binding	+	0.7189	71.89%
Thyroid receptor binding	+	0.5654	56.54%
Glucocorticoid receptor binding	+	0.7314	73.14%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.8096	80.96%
Honey bee toxicity	-	0.6281	62.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.99%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	93.67%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.30%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.51%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.88%	92.94%
CHEMBL332	P03956	Matrix metalloproteinase-1	88.52%	94.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.27%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.11%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL233	P35372	Mu opioid receptor	86.98%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.50%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.48%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	85.72%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.28%	85.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.99%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.36%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.30%	95.83%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.92%	91.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.09%	100.00%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 163189964
• LOTUS: LTS0244604
• wikiData: Q105210679