[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 5c05727e-9052-4fa8-b477-77d76add563c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OS(=O)(=O)O)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@@H](C8(C)C)OS(=O)(=O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H78O20S/c1-22-30(50)32(52)35(55)40(63-22)66-38-25(20-49)64-39(37(57)34(38)54)62-21-26-31(51)33(53)36(56)41(65-26)67-42(58)48-17-15-43(2,3)19-24(48)23-9-10-28-45(6)13-12-29(68-69(59,60)61)44(4,5)27(45)11-14-47(28,8)46(23,7)16-18-48/h9,22,24-41,49-57H,10-21H2,1-8H3,(H,59,60,61)/t22-,24-,25+,26+,27-,28+,29-,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40-,41-,45-,46+,47+,48-/m0/s1
• InChI Key: YAWJHQZYFGHLSY-VYEWMGKISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₂₀S
• Molecular Weight: 1007.20 g/mol
• Exact Mass: 1006.48071605 g/mol
• Topological Polar Surface Area (TPSA): 327.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

• CHEMBL509910

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7983	79.83%
Caco-2	-	0.8780	87.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5949	59.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9208	92.08%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	-	0.5927	59.27%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.7222	72.22%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.7409	74.09%
CYP2C8 inhibition	+	0.7115	71.15%
CYP inhibitory promiscuity	-	0.9060	90.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5720	57.20%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.9164	91.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7519	75.19%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8572	85.72%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9584	95.84%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	+	0.7352	73.52%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.7804	78.04%
Aromatase binding	+	0.6181	61.81%
PPAR gamma	+	0.8350	83.50%
Honey bee toxicity	-	0.6470	64.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5205	52.05%
Fish aquatic toxicity	+	0.9912	99.12%

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	97.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.00%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.18%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.90%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.61%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	88.55%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.90%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.00%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.65%	96.90%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.05%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.09%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.51%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.51%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.14%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.07%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.14%	96.61%

Plants that contains it

• Hedera helix
• Meryta denhamii
• Meryta lanceolata

Cross-Links

• PubChem: 10011251
• NPASS: NPC4311
• LOTUS: LTS0221437
• wikiData: Q105345640