[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 80a711ac-6714-4f2f-9f03-ae6de10b6ebe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-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=O)OS(=O)(=O)O)C)C(=O)OC6C(C(C(C(O6)CO)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)O)O)O)O)C)C)(C)C=O)OS(=O)(=O)O
• InChI: InChI=1S/C36H56O13S/c1-31(2)13-14-36(30(43)48-29-28(42)27(41)26(40)21(17-37)47-29)20(15-31)19-7-8-23-32(3)11-10-25(49-50(44,45)46)33(4,18-38)22(32)9-12-34(23,5)35(19,6)16-24(36)39/h7,18,20-29,37,39-42H,8-17H2,1-6H3,(H,44,45,46)/t20-,21+,22+,23+,24+,25-,26+,27-,28+,29-,32-,33-,34+,35+,36+/m0/s1
• InChI Key: HKHKIMGSFJYRTB-LITOOLPFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₃S
• Molecular Weight: 728.90 g/mol
• Exact Mass: 728.34416301 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8665	86.65%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5866	58.66%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.7754	77.54%
OATP1B3 inhibitior	+	0.9113	91.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.7415	74.15%
P-glycoprotein inhibitior	+	0.7579	75.79%
P-glycoprotein substrate	-	0.6236	62.36%
CYP3A4 substrate	+	0.7112	71.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.7543	75.43%
CYP2C9 inhibition	-	0.7471	74.71%
CYP2C19 inhibition	-	0.7204	72.04%
CYP2D6 inhibition	-	0.8668	86.68%
CYP1A2 inhibition	-	0.7279	72.79%
CYP2C8 inhibition	+	0.6548	65.48%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9016	90.16%
Ames mutagenesis	-	0.6888	68.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.6795	67.95%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8348	83.48%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8713	87.13%
Acute Oral Toxicity (c)	III	0.6115	61.15%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	+	0.7380	73.80%
Thyroid receptor binding	-	0.5419	54.19%
Glucocorticoid receptor binding	+	0.7237	72.37%
Aromatase binding	+	0.6142	61.42%
PPAR gamma	+	0.6890	68.90%
Honey bee toxicity	-	0.7248	72.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9911	99.11%

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	95.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.08%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.91%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	86.50%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.18%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.80%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.43%	96.77%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.05%	89.44%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.29%	96.21%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.99%	85.31%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.76%	94.33%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.46%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.02%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.57%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.21%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.03%	89.67%

Plants that contains it

• Gypsophila perfoliata

Cross-Links

• PubChem: 102480689
• LOTUS: LTS0155688
• wikiData: Q105029646