(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,14S,16R)-14-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 9b342d90-9a24-4a0f-996d-b5fa419a3c9e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,14S,16R)-14-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)O)C)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=C6[C@@]5([C@H](C[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C45H72O17/c1-18-9-12-45(55-17-18)19(2)30-27(62-45)15-26-24-8-7-22-13-23(14-29(47)44(22,6)25(24)10-11-43(26,30)5)58-42-39(61-41-36(53)34(51)32(49)21(4)57-41)37(54)38(28(16-46)59-42)60-40-35(52)33(50)31(48)20(3)56-40/h7,18-21,23-42,46-54H,8-17H2,1-6H3/t18-,19+,20+,21+,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: GDMHKPLBGRAMLX-LWQUDUOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₇
• Molecular Weight: 885.00 g/mol
• Exact Mass: 884.47695082 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7115	71.15%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9165	91.65%
P-glycoprotein inhibitior	+	0.7227	72.27%
P-glycoprotein substrate	-	0.5190	51.90%
CYP3A4 substrate	+	0.7474	74.74%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.9345	93.45%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8887	88.87%
CYP2C8 inhibition	+	0.7428	74.28%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4515	45.15%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9125	91.25%
Skin irritation	+	0.5269	52.69%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.9054	90.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7678	76.78%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7233	72.33%
Acute Oral Toxicity (c)	I	0.5407	54.07%
Estrogen receptor binding	+	0.8499	84.99%
Androgen receptor binding	+	0.7294	72.94%
Thyroid receptor binding	-	0.5514	55.14%
Glucocorticoid receptor binding	+	0.5530	55.30%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.7469	74.69%
Honey bee toxicity	-	0.5632	56.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9035	90.35%

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	98.45%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.01%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.23%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.19%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	94.03%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.47%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.40%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.61%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL325	Q13547	Histone deacetylase 1	88.42%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.66%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.56%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.01%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.65%	94.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.47%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	83.44%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.25%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.83%	94.73%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.94%	86.92%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.65%	98.99%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.23%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.09%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.04%	93.04%

Plants that contains it

• Clintonia udensis

Cross-Links

• PubChem: 163056231
• LOTUS: LTS0151011
• wikiData: Q105006803