(1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-5',7,9,13-tetramethyl-4'-[(2R,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]-15,16,18,19-tetrol

Details

• Internal ID: 0500cfdd-4853-4a9e-a132-78bb4b21f2b6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-5',7,9,13-tetramethyl-4'-[(2R,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]-15,16,18,19-tetrol
• SMILES (Canonical): CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC(C7(C6(CC(C(C7)O)O)C)O)O)C)C
• SMILES (Isomeric): C[C@H]1CO[C@@]2(C[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)[C@H]([C@H]4[C@@H](O2)C[C@@H]5[C@@]4(CC[C@H]6[C@H]5C[C@H]([C@@]7([C@@]6(C[C@H]([C@@H](C7)O)O)C)O)O)C)C
• InChI: InChI=1S/C33H54O12/c1-14-13-42-33(11-22(14)43-29-28(40)27(39)26(38)23(12-34)44-29)15(2)25-21(45-33)8-18-16-7-24(37)32(41)10-20(36)19(35)9-31(32,4)17(16)5-6-30(18,25)3/h14-29,34-41H,5-13H2,1-4H3/t14-,15-,16+,17-,18-,19+,20+,21-,22-,23+,24+,25-,26+,27-,28+,29+,30-,31+,32-,33+/m0/s1
• InChI Key: XDSQUFWATLAARL-UISREXETSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₂
• Molecular Weight: 642.80 g/mol
• Exact Mass: 642.36152715 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• 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	-	0.8615	86.15%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.7282	72.82%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7095	70.95%
P-glycoprotein inhibitior	+	0.6446	64.46%
P-glycoprotein substrate	-	0.6014	60.14%
CYP3A4 substrate	+	0.7487	74.87%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
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	+	0.6969	69.69%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7215	72.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7535	75.35%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7408	74.08%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8149	81.49%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.6230	62.30%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	-	0.5905	59.05%
Glucocorticoid receptor binding	-	0.4809	48.09%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.6354	63.54%
Honey bee toxicity	-	0.5808	58.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.03%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.07%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.13%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.12%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.71%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.47%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.93%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.72%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	89.23%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.34%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.75%	91.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.34%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.30%	97.86%
CHEMBL221	P23219	Cyclooxygenase-1	85.91%	90.17%
CHEMBL1871	P10275	Androgen Receptor	84.72%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.60%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	84.30%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.60%	92.94%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.32%	96.67%
CHEMBL5255	O00206	Toll-like receptor 4	82.31%	92.50%
CHEMBL204	P00734	Thrombin	81.31%	96.01%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.82%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.55%	97.33%

Plants that contains it

• Allium giganteum

Cross-Links

• PubChem: 162979413
• LOTUS: LTS0202010
• wikiData: Q105326053