[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[(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]oxysulfonyloxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 95324ab0-11ec-4067-b861-97aeaca55b8a
• 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] 10-[(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]oxysulfonyloxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-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)OC6C(C(C(C(O6)CO)O)O)OS(=O)(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)OS(=O)(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C
• InChI: InChI=1S/C48H78O22S/c1-43(2)14-15-48(42(61)68-39-36(59)33(56)30(53)23(18-49)64-39)22(16-43)21-8-9-27-45(5)12-11-29(44(3,4)26(45)10-13-46(27,6)47(21,7)17-28(48)52)67-41-38(35(58)32(55)25(20-51)66-41)69-71(62,63)70-40-37(60)34(57)31(54)24(19-50)65-40/h8,22-41,49-60H,9-20H2,1-7H3/t22?,23-,24-,25-,26?,27?,28?,29?,30-,31-,32-,33+,34+,35+,36-,37-,38-,39+,40+,41+,45?,46?,47?,48?/m1/s1
• InChI Key: AVWOAZKGRYJFOW-FQCYYIHJSA-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: 1.50
• Atomic LogP (AlogP): -1.63
• H-Bond Acceptor: 22
• 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	+	0.8529	85.29%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5779	57.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6918	69.18%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.7608	76.08%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.7237	72.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.7649	76.49%
CYP2C9 inhibition	-	0.7597	75.97%
CYP2C19 inhibition	-	0.7272	72.72%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.7482	74.82%
CYP2C8 inhibition	+	0.6801	68.01%
CYP inhibitory promiscuity	-	0.9420	94.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5708	57.08%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.7526	75.26%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.8324	83.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7352	73.52%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.8223	82.23%
skin sensitisation	-	0.8402	84.02%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9002	90.02%
Acute Oral Toxicity (c)	III	0.6126	61.26%
Estrogen receptor binding	+	0.7661	76.61%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7488	74.88%
Aromatase binding	+	0.6268	62.68%
PPAR gamma	+	0.8003	80.03%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6005	60.05%
Fish aquatic toxicity	+	0.9880	98.80%

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	96.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.56%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.68%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.84%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.69%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.19%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.06%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.02%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.31%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.08%	95.93%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 6325124
• NPASS: NPC133449