16-[5-[4-[3,4-Dihydroxy-6-(hydroxymethyl)-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-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-ene-6,2'-oxane]-10-one

Details

• Internal ID: 5be18b4c-f4d8-4b7d-a93a-a878f3a4da45
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[5-[4-[3,4-dihydroxy-6-(hydroxymethyl)-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-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-ene-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)C=C5C4CCC6C5(CC(C(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)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(C(=O)C=C5C4CCC6C5(CC(C(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)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C57H90O29/c1-19-8-9-57(75-18-19)20(2)34-28(86-57)11-25-23-7-6-22-10-27(26(62)13-55(22,4)24(23)12-33(63)56(25,34)5)77-51-44(73)40(69)47(32(17-61)80-51)83-54-49(85-52-43(72)39(68)36(65)29(14-58)78-52)48(37(66)30(15-59)79-54)84-53-45(74)41(70)46(31(16-60)81-53)82-50-42(71)38(67)35(64)21(3)76-50/h12,19-23,25-32,34-54,58-62,64-74H,6-11,13-18H2,1-5H3
• InChI Key: RIHOGGLPELFMLM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₉
• Molecular Weight: 1239.30 g/mol
• Exact Mass: 1238.55677683 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -5.99
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8294	82.94%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9466	94.66%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.5359	53.59%
CYP3A4 substrate	+	0.7419	74.19%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.7119	71.19%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9012	90.12%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8291	82.91%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4554	45.54%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8571	85.71%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.7550	75.50%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.8150	81.50%
Honey bee toxicity	-	0.5663	56.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.67%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.71%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.06%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	89.88%	95.38%
CHEMBL5255	O00206	Toll-like receptor 4	89.33%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.70%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.22%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.15%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.48%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.15%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.79%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.80%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.16%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.88%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.23%	91.24%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.97%	92.86%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.39%	94.23%

Plants that contains it

• Hosta longipes

Cross-Links

• PubChem: 85085127
• LOTUS: LTS0181637
• wikiData: Q105236869