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

Details

• Internal ID: fe512ddf-05eb-4590-875a-35a96274009d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aR,6aR,6bR,8aR,10S,12aS,14aS,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,14a,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(C(C1)C3C=CC4C5(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)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C=C[C@@H]4[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[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)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)50)42(60)69-41-38(59)35(56)32(53)25(68-41)20-65-40-37(58)34(55)31(52)24(67-40)19-64-39-36(57)33(54)30(51)23(18-49)66-39/h8-9,21-41,49-59H,10-20H2,1-7H3,(H,61,62,63)/t21-,22-,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: GWWYPWDLEGGWHL-OQBXNBMOSA-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: 0.70
• Atomic LogP (AlogP): -1.21
• 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	+	0.7163	71.63%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5430	54.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8142	81.42%
OATP1B3 inhibitior	+	0.9071	90.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9302	93.02%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	-	0.5192	51.92%
CYP3A4 substrate	+	0.7347	73.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.7880	78.80%
CYP2C19 inhibition	-	0.7410	74.10%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.7612	76.12%
CYP2C8 inhibition	+	0.6707	67.07%
CYP inhibitory promiscuity	-	0.9606	96.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.6056	60.56%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.7677	76.77%
Skin corrosion	-	0.9035	90.35%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7550	75.50%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7326	73.26%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9224	92.24%
Acute Oral Toxicity (c)	III	0.6021	60.21%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	+	0.5514	55.14%
Glucocorticoid receptor binding	+	0.7630	76.30%
Aromatase binding	+	0.5868	58.68%
PPAR gamma	+	0.8205	82.05%
Honey bee toxicity	-	0.6292	62.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9819	98.19%

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	98.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.47%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.80%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.99%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.99%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.45%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	90.18%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.05%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.87%	95.50%
CHEMBL1871	P10275	Androgen Receptor	86.40%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.85%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.71%	95.83%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.67%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.57%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.50%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.09%	94.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.84%	89.05%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.72%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.84%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.76%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	80.72%	94.75%
CHEMBL5028	O14672	ADAM10	80.65%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.02%	82.50%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 163104210
• LOTUS: LTS0203626
• wikiData: Q105022845