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

Details

• Internal ID: 42b6275a-5ced-4ee5-a18c-2bf7ee92c6fd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(1S,2R,3'S,4S,5'R,6S,7S,8R,9S,12R,13R,16S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-2-[(2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(OC(C7OC8C(C(C(C(O8)C)O)O)O)OC9C(C(OC(C9O)O)CO)O)CO)O)C)C)C)NC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)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](O[C@H]([C@@H]7O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O[C@H]9[C@@H]([C@H](O[C@H]([C@@H]9O)O)CO)O)CO)O)C)C)C)NC1)O
• InChI: InChI=1S/C45H73NO17/c1-18-12-29(49)45(46-15-18)19(2)30-26(63-45)14-25-23-7-6-21-13-22(8-10-43(21,4)24(23)9-11-44(25,30)5)58-38-33(52)28(17-48)60-42(61-37-32(51)27(16-47)59-40(56)36(37)55)39(38)62-41-35(54)34(53)31(50)20(3)57-41/h6,18-20,22-42,46-56H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24-,25-,26+,27-,28-,29+,30+,31+,32-,33+,34-,35-,36-,37+,38+,39-,40-,41+,42+,43+,44+,45+/m1/s1
• InChI Key: KJVDNNABEWYEDX-ZYGLDPJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃NO₁₇
• Molecular Weight: 900.10 g/mol
• Exact Mass: 899.48784986 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7187	71.87%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6001	60.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8211	82.11%
P-glycoprotein inhibitior	+	0.7203	72.03%
P-glycoprotein substrate	+	0.6660	66.60%
CYP3A4 substrate	+	0.7439	74.39%
CYP2C9 substrate	-	0.8043	80.43%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9169	91.69%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.7588	75.88%
CYP inhibitory promiscuity	-	0.8463	84.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4793	47.93%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.6911	69.11%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8064	80.64%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8630	86.30%
Acute Oral Toxicity (c)	III	0.6734	67.34%
Estrogen receptor binding	+	0.8464	84.64%
Androgen receptor binding	+	0.6993	69.93%
Thyroid receptor binding	-	0.5462	54.62%
Glucocorticoid receptor binding	-	0.5299	52.99%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.6154	61.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7174	71.74%

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	98.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.47%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.89%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.59%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.25%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.14%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.94%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.51%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.25%	96.61%
CHEMBL2581	P07339	Cathepsin D	83.45%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.28%	94.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.82%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	82.66%	98.10%
CHEMBL233	P35372	Mu opioid receptor	82.52%	97.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.99%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.39%	91.24%

Plants that contains it

• Solanum donianum

Cross-Links

• PubChem: 162987409
• LOTUS: LTS0154790
• wikiData: Q105195607