(2S,3R,4S,5S,6R)-2-[(2S,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 916297e3-caaf-4fbd-abc3-d95df87e3a6b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8C([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)C
• InChI: InChI=1S/C51H83NO21/c1-20-5-8-27-21(2)33-28(52(27)15-20)14-26-24-7-6-22-13-23(9-11-50(22,3)25(24)10-12-51(26,33)4)66-46-42(65)39(62)43(32(19-56)70-46)71-49-45(73-48-41(64)38(61)35(58)30(17-54)68-48)44(36(59)31(18-55)69-49)72-47-40(63)37(60)34(57)29(16-53)67-47/h6,20-21,23-49,53-65H,5,7-19H2,1-4H3/t20-,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: PNSNMPAXFQRVOV-IWKCTVIPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₃NO₂₁
• Molecular Weight: 1046.20 g/mol
• Exact Mass: 1045.54575866 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -3.05
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6414	64.14%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5229	52.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9086	90.86%
P-glycoprotein inhibitior	+	0.7299	72.99%
P-glycoprotein substrate	+	0.5724	57.24%
CYP3A4 substrate	+	0.7460	74.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7546	75.46%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.9280	92.80%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.9272	92.72%
CYP2C8 inhibition	+	0.6571	65.71%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4950	49.50%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7078	70.78%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8596	85.96%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.7971	79.71%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	+	0.5411	54.11%
Aromatase binding	+	0.6258	62.58%
PPAR gamma	+	0.7710	77.10%
Honey bee toxicity	-	0.6267	62.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8207	82.07%

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	99.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.05%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.88%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	95.50%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.51%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.08%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.83%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.82%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.91%	98.46%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.29%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.27%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.26%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.60%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.13%	100.00%

Plants that contains it

• Solanum chacoense

Cross-Links

• PubChem: 163189904
• LOTUS: LTS0115580
• wikiData: Q105212156