(2S,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid

Details

• Internal ID: f43b12da-0e23-41db-8d80-316db5b6a0a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC5=C6CC(CCC6(C(CC54C)O)CO)(C)C(=O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)OS(=O)(=O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=CC5=C6C[C@@](CC[C@@]6([C@@H](C[C@]54C)O)CO)(C)C(=O)O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)OS(=O)(=O)O)O)O)O
• InChI: InChI=1S/C48H76O23S/c1-21-30(54)37(69-40-35(59)33(57)36(25(18-50)67-40)71-72(62,63)64)38(70-39-34(58)32(56)31(55)24(17-49)66-39)41(65-21)68-29-10-11-44(3)26(45(29,4)19-51)9-12-46(5)27(44)8-7-22-23-15-43(2,42(60)61)13-14-48(23,20-52)28(53)16-47(22,46)6/h7-8,21,24-41,49-59H,9-20H2,1-6H3,(H,60,61)(H,62,63,64)/t21-,24-,25-,26-,27-,28-,29+,30+,31-,32+,33-,34-,35-,36-,37+,38-,39+,40+,41+,43+,44+,45+,46-,47-,48-/m1/s1
• InChI Key: NBGLIWFDJBFQQQ-RJKBQYOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₃S
• Molecular Weight: 1053.20 g/mol
• Exact Mass: 1052.44980984 g/mol
• Topological Polar Surface Area (TPSA): 387.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7831	78.31%
Caco-2	-	0.8765	87.65%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5484	54.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8076	80.76%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6798	67.98%
BSEP inhibitior	+	0.7317	73.17%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.6458	64.58%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8140	81.40%
CYP2C9 inhibition	-	0.7734	77.34%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	-	0.7499	74.99%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	-	0.9397	93.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5745	57.45%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7457	74.57%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3621	36.21%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8394	83.94%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7096	70.96%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	+	0.7872	78.72%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	+	0.7299	72.99%
Aromatase binding	+	0.6214	62.14%
PPAR gamma	+	0.7962	79.62%
Honey bee toxicity	-	0.6612	66.12%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9834	98.34%

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	94.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.07%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.79%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.21%	97.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.24%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.83%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.51%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.92%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.44%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.44%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.43%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.11%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.01%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.01%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.20%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.51%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.34%	91.07%
CHEMBL5028	O14672	ADAM10	80.19%	97.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.18%	92.78%

Plants that contains it

• Bupleurum rigidum

Cross-Links

• PubChem: 163105152
• LOTUS: LTS0047584
• wikiData: Q105176762