(1R,2S,5R,6S,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(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-4,5-dihydroxyoxan-2-yl]oxy-6-[(2R)-5,5-dimethyloxolan-2-yl]-5,10-dihydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one

Details

• Internal ID: 596219bc-d0ca-4e20-a164-c6665bd354cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2S,5R,6S,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(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-4,5-dihydroxyoxan-2-yl]oxy-6-[(2R)-5,5-dimethyloxolan-2-yl]-5,10-dihydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CC(C67C5(CCC6(C(OC7=O)(C)C8CCC(O8)(C)C)O)C)O)C)O)O)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(C(O1)CO)O)OC)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@H]5C4=C[C@@H]([C@@]67[C@]5(CC[C@@]6([C@](OC7=O)(C)[C@H]8CCC(O8)(C)C)O)C)O)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)OC)O)O
• InChI: InChI=1S/C54H86O24/c1-22-39(74-45-38(65)41(34(61)27(20-56)72-45)75-44-37(64)40(68-9)33(60)26(19-55)71-44)35(62)36(63)43(70-22)76-42-32(59)25(57)21-69-46(42)73-30-13-15-50(6)24-18-29(58)54-47(66)78-52(8,31-12-14-48(2,3)77-31)53(54,67)17-16-51(54,7)23(24)10-11-28(50)49(30,4)5/h18,22-23,25-46,55-65,67H,10-17,19-21H2,1-9H3/t22-,23+,25-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35-,36-,37-,38-,39-,40+,41+,42-,43+,44+,45+,46+,50-,51+,52+,53+,54-/m1/s1
• InChI Key: SZYNJWAQHXVDTN-HMTVXGTLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₄
• Molecular Weight: 1119.20 g/mol
• Exact Mass: 1118.55090361 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.09
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8862	88.62%
Caco-2	-	0.8716	87.16%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8521	85.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9420	94.20%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.7002	70.02%
CYP3A4 substrate	+	0.7489	74.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8906	89.06%
CYP2C9 inhibition	-	0.8581	85.81%
CYP2C19 inhibition	-	0.8994	89.94%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	+	0.7331	73.31%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5155	51.55%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6028	60.28%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7829	78.29%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6387	63.87%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8736	87.36%
Acute Oral Toxicity (c)	I	0.5927	59.27%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	+	0.7671	76.71%
Thyroid receptor binding	+	0.6408	64.08%
Glucocorticoid receptor binding	+	0.7701	77.01%
Aromatase binding	+	0.6538	65.38%
PPAR gamma	+	0.8254	82.54%
Honey bee toxicity	-	0.6230	62.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9363	93.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.47%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.31%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.19%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.40%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.98%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.97%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.04%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.52%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.95%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.83%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.10%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.50%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.41%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.93%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.02%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.38%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.99%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.63%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.42%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163085745
• LOTUS: LTS0105866
• wikiData: Q105264497