16-[5-[3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

Details

• Internal ID: 48373b18-443e-43d1-8477-ca2e5803462e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[5-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)C(C4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)C)O)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)C(C4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)C)O)C)OC1
• InChI: InChI=1S/C63H102O34/c1-20-8-11-63(84-19-20)21(2)33-51(97-63)39(74)34-25-7-6-23-12-24(9-10-61(23,4)26(25)13-32(69)62(33,34)5)86-56-46(81)42(77)50(31(18-68)90-56)93-60-54(96-59-48(83)52(37(72)28(15-65)88-59)94-57-45(80)41(76)36(71)27(14-64)87-57)53(38(73)29(16-66)89-60)95-58-47(82)43(78)49(30(17-67)91-58)92-55-44(79)40(75)35(70)22(3)85-55/h20-31,33-60,64-68,70-83H,6-19H2,1-5H3
• InChI Key: BWJQEBCVXJNXEP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₃₄
• Molecular Weight: 1403.50 g/mol
• Exact Mass: 1402.6252503 g/mol
• Topological Polar Surface Area (TPSA): 531.00 Ų
• XlogP: -6.30
• Atomic LogP (AlogP): -8.08
• H-Bond Acceptor: 34
• H-Bond Donor: 19
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8699	86.99%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7795	77.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8822	88.22%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.5691	56.91%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.6585	65.85%
CYP inhibitory promiscuity	-	0.9439	94.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6468	64.68%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8162	81.62%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7991	79.91%
Acute Oral Toxicity (c)	I	0.7157	71.57%
Estrogen receptor binding	+	0.8550	85.50%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	+	0.5987	59.87%
Glucocorticoid receptor binding	+	0.7368	73.68%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.8120	81.20%
Honey bee toxicity	-	0.5798	57.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8713	87.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.37%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.56%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.63%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.50%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.91%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.15%	92.94%
CHEMBL237	P41145	Kappa opioid receptor	84.87%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.16%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.56%	97.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.40%	97.53%
CHEMBL2581	P07339	Cathepsin D	82.91%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.50%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.34%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.21%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.93%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.54%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.07%	96.00%

Plants that contains it

• Camassia leichtlinii

Cross-Links

• PubChem: 85287578
• LOTUS: LTS0044101
• wikiData: Q104947278