[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-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: 6ea71637-ccd0-42c3-b7b3-a78840f4b46c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-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): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OS(=O)(=O)O)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)C)C)(C)C)OS(=O)(=O)O
• InChI: InChI=1S/C48H78O22S/c1-43(2)14-15-48(22(16-43)21-8-9-27-45(5)12-11-29(70-71(61,62)63)44(3,4)26(45)10-13-46(27,6)47(21,7)17-28(48)51)42(60)69-40-37(59)34(56)32(54)25(67-40)20-64-41-38(35(57)31(53)24(19-50)66-41)68-39-36(58)33(55)30(52)23(18-49)65-39/h8,22-41,49-59H,9-20H2,1-7H3,(H,61,62,63)/t22-,23+,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: LYWUVWLTUQWUEJ-NXIZOBNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₂₂S
• Molecular Weight: 1039.20 g/mol
• Exact Mass: 1038.47054529 g/mol
• Topological Polar Surface Area (TPSA): 367.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8165	81.65%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5813	58.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7388	73.88%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9298	92.98%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.5973	59.73%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8014	80.14%
CYP2C9 inhibition	-	0.7532	75.32%
CYP2C19 inhibition	-	0.7218	72.18%
CYP2D6 inhibition	-	0.8699	86.99%
CYP1A2 inhibition	-	0.7442	74.42%
CYP2C8 inhibition	+	0.6983	69.83%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5719	57.19%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.7513	75.13%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.8288	82.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.7493	74.93%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.8348	83.48%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9040	90.40%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.8189	81.89%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	+	0.5153	51.53%
Glucocorticoid receptor binding	+	0.7587	75.87%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.8066	80.66%
Honey bee toxicity	-	0.6925	69.25%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9873	98.73%

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	96.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.56%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	90.26%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.91%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.96%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.74%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.15%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.12%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.84%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.26%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.10%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.75%	95.83%
CHEMBL5028	O14672	ADAM10	81.37%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.54%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.51%	96.61%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 16097914
• LOTUS: LTS0171323
• wikiData: Q105159655