(2R,3R,4S,5S,6R)-2-[[(1S,2S,6S,9R,10S,11S,14S,15S,17S,18S,20S,23R,24S)-10,17-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-20-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1a6ff5f5-a4e3-45b1-a5c1-464621c3a154
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,2S,6S,9R,10S,11S,14S,15S,17S,18S,20S,23R,24S)-10,17-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-20-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)O)(C)O
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@@]([C@H]3CC[C@@H]4[C@@H]([C@@H]3CN2C1)C[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)(C)O
• InChI: InChI=1S/C33H55NO8/c1-16-4-7-27-33(3,40)22-6-5-18-19(21(22)14-34(27)13-16)11-23-20(18)12-25(36)24-10-17(8-9-32(23,24)2)41-31-30(39)29(38)28(37)26(15-35)42-31/h16-31,35-40H,4-15H2,1-3H3/t16-,17-,18+,19-,20-,21-,22-,23-,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-/m0/s1
• InChI Key: HRUKKZDXKJUOSO-BNLPTBLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₅NO₈
• Molecular Weight: 593.80 g/mol
• Exact Mass: 593.39276771 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6776	67.76%
Caco-2	-	0.8492	84.92%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.7442	74.42%
OATP2B1 inhibitior	-	0.5792	57.92%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8233	82.33%
P-glycoprotein inhibitior	-	0.4427	44.27%
P-glycoprotein substrate	-	0.5888	58.88%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.9046	90.46%
CYP2C9 inhibition	-	0.9239	92.39%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.9595	95.95%
CYP2C8 inhibition	+	0.4593	45.93%
CYP inhibitory promiscuity	-	0.9744	97.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9281	92.81%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7896	78.96%
Human Ether-a-go-go-Related Gene inhibition	+	0.6707	67.07%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5679	56.79%
Acute Oral Toxicity (c)	III	0.4066	40.66%
Estrogen receptor binding	+	0.5947	59.47%
Androgen receptor binding	+	0.7312	73.12%
Thyroid receptor binding	-	0.5981	59.81%
Glucocorticoid receptor binding	-	0.5334	53.34%
Aromatase binding	+	0.6164	61.64%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.7190	71.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7372	73.72%

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	98.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.99%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.52%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.62%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	91.65%	97.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.44%	96.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.38%	85.14%
CHEMBL237	P41145	Kappa opioid receptor	88.69%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.29%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.14%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.07%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.82%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.15%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.87%	86.92%
CHEMBL233	P35372	Mu opioid receptor	86.34%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.89%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.71%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.66%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.15%	98.46%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.97%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.21%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.67%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.15%	92.50%

Plants that contains it

• Fritillaria thunbergii

Cross-Links

• PubChem: 162857121
• LOTUS: LTS0193956
• wikiData: Q105032849