(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17-triol

Details

• Internal ID: 82c7d2b9-8cd0-4441-b597-112a074411f4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6(C5(C(CC(C6O)O)O)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@]6([C@@]5([C@@H](C[C@@H]([C@@H]6O)O)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)OC1
• InChI: InChI=1S/C33H54O11/c1-15-5-10-33(41-14-15)16(2)24-21(43-33)11-19-17-6-9-32(44-29-27(39)26(38)25(37)22(13-34)42-29)28(40)20(35)12-23(36)31(32,4)18(17)7-8-30(19,24)3/h15-29,34-40H,5-14H2,1-4H3/t15-,16+,17-,18+,19+,20+,21+,22-,23-,24+,25-,26+,27-,28+,29+,30+,31+,32+,33-/m1/s1
• InChI Key: NWIZKMVCQBSUSU-PXVCSFTMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₁
• Molecular Weight: 626.80 g/mol
• Exact Mass: 626.36661253 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8628	86.28%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.5940	59.40%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8505	85.05%
P-glycoprotein inhibitior	+	0.6138	61.38%
P-glycoprotein substrate	-	0.6382	63.82%
CYP3A4 substrate	+	0.7256	72.56%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.5826	58.26%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7524	75.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7261	72.61%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8976	89.76%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6292	62.92%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.5949	59.49%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	-	0.5973	59.73%
Glucocorticoid receptor binding	-	0.4889	48.89%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.5745	57.45%
Honey bee toxicity	-	0.6015	60.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	97.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.72%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.39%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.38%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	90.50%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.26%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.46%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.79%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.09%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.85%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.82%	92.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.85%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.44%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.14%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.78%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.23%	97.86%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.05%	91.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.67%	89.05%
CHEMBL5255	O00206	Toll-like receptor 4	80.49%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.48%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.07%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	80.02%	97.79%
CHEMBL233	P35372	Mu opioid receptor	80.01%	97.93%

Plants that contains it

• Reineckea carnea

Cross-Links

• PubChem: 162842271
• LOTUS: LTS0089154
• wikiData: Q105186633