[(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,5S,6R,9R,10S,13S,16S,18R)-6-(5,5-dimethyloxolan-2-yl)-10-hydroxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-4-hydroxyoxan-3-yl] hydrogen sulfate

Details

• Internal ID: 13af4e21-896b-4b0f-8cd0-71a70becc5c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,5S,6R,9R,10S,13S,16S,18R)-6-(5,5-dimethyloxolan-2-yl)-10-hydroxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-4-hydroxyoxan-3-yl] hydrogen sulfate
• InChI: InChI=1S/C54H86O26S/c1-22-40(75-46-39(64)42(34(59)26(20-56)73-46)76-45-38(63)41(69-9)33(58)25(19-55)72-45)36(61)37(62)44(71-22)77-43-35(60)27(80-81(66,67)68)21-70-47(43)74-31-14-16-51(6)24-18-30(57)54-29(53(8,79-48(54)65)32-13-15-49(2,3)78-32)12-17-52(54,7)23(24)10-11-28(51)50(31,4)5/h18,22-23,25-47,55-64H,10-17,19-21H2,1-9H3,(H,66,67,68)/t22-,23-,25-,26-,27-,28+,29-,30+,31+,32?,33-,34-,35+,36-,37-,38-,39-,40-,41+,42+,43-,44+,45+,46+,47+,51-,52+,53-,54-/m1/s1
• InChI Key: KULXZKVIZQATRE-RZVRBRHGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₆S
• Molecular Weight: 1183.30 g/mol
• Exact Mass: 1182.51280402 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 25
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8780	87.80%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5887	58.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9679	96.79%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.7138	71.38%
CYP3A4 substrate	+	0.7480	74.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.6999	69.99%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.7380	73.80%
CYP2C8 inhibition	+	0.7703	77.03%
CYP inhibitory promiscuity	-	0.8166	81.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5353	53.53%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7390	73.90%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6353	63.53%
skin sensitisation	-	0.8470	84.70%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8085	80.85%
Acute Oral Toxicity (c)	III	0.5644	56.44%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.7677	76.77%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7871	78.71%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	+	0.8273	82.73%
Honey bee toxicity	-	0.5986	59.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.05%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.95%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.84%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.35%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.32%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.20%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.94%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.87%	95.83%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.56%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.44%	97.09%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.89%	92.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.64%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.07%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.64%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.23%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.01%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.44%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.83%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.58%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.47%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.31%	85.14%
CHEMBL5028	O14672	ADAM10	80.00%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44559165
• LOTUS: LTS0203642
• wikiData: Q105146227