(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,4S,5'R,6R,7S,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 65e2ce6c-bc85-4651-82f1-5c64e8914ac9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,4S,5'R,6R,7S,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)NC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H](C3[C@@H](O2)CC4[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)O)O)C)C)C)NC1
• InChI: InChI=1S/C33H53NO7/c1-17-7-12-33(34-15-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(38)28(37)27(36)25(16-35)40-30/h5,17-18,20-30,34-38H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23?,24+,25-,26?,27-,28+,29-,30-,31+,32+,33-/m1/s1
• InChI Key: XMLLJGHZPHTUKK-XARICSCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₃NO₇
• Molecular Weight: 575.80 g/mol
• Exact Mass: 575.38220303 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8227	82.27%
Caco-2	-	0.8487	84.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	0.5765	57.65%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7467	74.67%
P-glycoprotein inhibitior	+	0.6367	63.67%
P-glycoprotein substrate	-	0.5331	53.31%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9497	94.97%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6640	66.40%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.6850	68.50%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.9270	92.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7892	78.92%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.8978	89.78%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7797	77.97%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.6834	68.34%
Androgen receptor binding	+	0.5881	58.81%
Thyroid receptor binding	-	0.5686	56.86%
Glucocorticoid receptor binding	+	0.5649	56.49%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.5469	54.69%
Honey bee toxicity	-	0.6867	68.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7285	72.85%

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	99.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.30%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	93.96%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.02%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.56%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.57%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.95%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	88.10%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.10%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.92%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.49%	96.61%
CHEMBL2581	P07339	Cathepsin D	82.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.65%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.54%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.15%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	82.01%	98.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.97%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.27%	92.50%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.19%	96.67%

Plants that contains it

• Solanum umbelliferum

Cross-Links

• PubChem: 145865139
• LOTUS: LTS0050886
• wikiData: Q105331197