2-[2-[2-[4,5-Dihydroxy-2-(hydroxymethyl)-6-(15-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)oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 8c991914-cd2c-419c-81fb-a997b78c7060
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-(15-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)oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(CO2)O)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(CO2)O)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C55H88O27/c1-20-7-10-55(73-17-20)21(2)34-30(82-55)12-25-23-6-5-22-11-29(26(59)13-54(22,4)24(23)8-9-53(25,34)3)74-50-42(69)39(66)44(33(16-58)77-50)78-52-47(46(38(65)32(15-57)76-52)80-49-41(68)36(63)28(61)19-72-49)81-51-43(70)45(37(64)31(14-56)75-51)79-48-40(67)35(62)27(60)18-71-48/h5,20-21,23-52,56-70H,6-19H2,1-4H3
• InChI Key: BGYYBRHUPXLTED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₇
• Molecular Weight: 1181.30 g/mol
• Exact Mass: 1180.55129753 g/mol
• Topological Polar Surface Area (TPSA): 414.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -4.92
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9315	93.15%
P-glycoprotein inhibitior	+	0.7378	73.78%
P-glycoprotein substrate	+	0.6115	61.15%
CYP3A4 substrate	+	0.7571	75.71%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7803	78.03%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9035	90.35%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8533	85.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8050	80.50%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8864	88.64%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.5337	53.37%
Glucocorticoid receptor binding	+	0.6491	64.91%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	+	0.8062	80.62%
Honey bee toxicity	-	0.5403	54.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.02%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.56%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.53%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.18%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	93.08%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.64%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	89.52%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.41%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.22%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.62%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.20%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.71%	97.25%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.21%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.23%	92.86%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.14%	94.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.76%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.23%	98.10%

Plants that contains it

• Agave brittoniana

Cross-Links

• PubChem: 162998453
• LOTUS: LTS0129184
• wikiData: Q104935801