16-[5-[4-[3,4-Dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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: 32274f6f-34d7-4a4b-86c0-7f550861f2a2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[5-[4-[3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC2C(C(C(C(O2)C)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC2C(C(C(C(O2)C)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C56H90O27/c1-20-8-11-56(73-18-20)21(2)34-28(83-56)13-27-25-7-6-23-12-24(9-10-54(23,4)26(25)14-33(60)55(27,34)5)75-51-45(71)41(67)46(31(17-59)78-51)80-53-48(82-52-44(70)40(66)36(62)29(15-57)76-52)47(38(64)30(16-58)77-53)81-49-42(68)37(63)32(19-72-49)79-50-43(69)39(65)35(61)22(3)74-50/h20-32,34-53,57-59,61-71H,6-19H2,1-5H3
• InChI Key: ROAAODWNLXZXBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₇
• Molecular Weight: 1195.30 g/mol
• Exact Mass: 1194.56694759 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -4.24
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 13

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	-	0.8738	87.38%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7795	77.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9043	90.43%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.5707	57.07%
CYP3A4 substrate	+	0.7503	75.03%
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	+	0.7122	71.22%
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	-	0.9017	90.17%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8018	80.18%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7925	79.25%
Acute Oral Toxicity (c)	I	0.7157	71.57%
Estrogen receptor binding	+	0.8710	87.10%
Androgen receptor binding	+	0.7293	72.93%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.7042	70.42%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.5249	52.49%
Biodegradation	-	0.7250	72.50%
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	98.77%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.11%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.72%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.35%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.06%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.76%	91.24%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.68%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	86.42%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.99%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.72%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.35%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.00%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.90%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.15%	96.21%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.13%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.25%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.85%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	81.58%	98.10%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.50%	98.00%
CHEMBL4302	P08183	P-glycoprotein 1	80.21%	92.98%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.00%	92.86%

Plants that contains it

• Agave macroacantha

Cross-Links

• PubChem: 162879758
• LOTUS: LTS0066192
• wikiData: Q105241983