(2R,3R,4S,5S,6R)-2-[(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S,18S,19S)-3',16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ae72ca68-4944-41f9-ab9d-4618e4516cda
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S,18S,19S)-3',16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)O)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1)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]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)OC1)O
• InChI: InChI=1S/C33H54O10/c1-15-9-25(36)33(40-14-15)16(2)26-23(43-33)12-20-18-11-22(41-30-29(39)28(38)27(37)24(13-34)42-30)21-10-17(35)5-7-31(21,3)19(18)6-8-32(20,26)4/h15-30,34-39H,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: UWLLQQJHSYZGDW-BFZFRUQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₀
• Molecular Weight: 610.80 g/mol
• Exact Mass: 610.37169792 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• 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	-	0.8568	85.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.5873	58.73%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.9208	92.08%
P-glycoprotein inhibitior	+	0.5809	58.09%
P-glycoprotein substrate	-	0.6177	61.77%
CYP3A4 substrate	+	0.7435	74.35%
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	+	0.6280	62.80%
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	-	0.9209	92.09%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7024	70.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6577	65.77%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8269	82.69%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6675	66.75%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.5864	58.64%
Androgen receptor binding	+	0.6736	67.36%
Thyroid receptor binding	-	0.5612	56.12%
Glucocorticoid receptor binding	-	0.4656	46.56%
Aromatase binding	+	0.6675	66.75%
PPAR gamma	+	0.5966	59.66%
Honey bee toxicity	-	0.6141	61.41%
Biodegradation	-	0.7750	77.50%
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
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.63%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.16%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	91.00%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	90.45%	95.93%
CHEMBL204	P00734	Thrombin	90.38%	96.01%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.16%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.88%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.47%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.28%	92.94%
CHEMBL1871	P10275	Androgen Receptor	87.97%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.80%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.54%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.43%	92.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.03%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.84%	94.45%
CHEMBL233	P35372	Mu opioid receptor	85.77%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	85.43%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.30%	92.88%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.04%	97.86%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.37%	92.32%
CHEMBL242	Q92731	Estrogen receptor beta	83.18%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.57%	90.17%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.26%	96.67%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.57%	95.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.42%	97.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.12%	91.24%

Plants that contains it

• Agave utahensis

Cross-Links

• PubChem: 102145998
• LOTUS: LTS0148981
• wikiData: Q105280440