Saponarioside C

Details

• Internal ID: 51ca56f5-3441-496b-9270-f60f9ace7676
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)OC6C(C(C(CO6)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)C)C)(C)C(=O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
• InChI: InChI=1S/C59H94O29/c1-54(2)13-15-59(16-14-56(4)23(24(59)17-54)7-8-30-55(3)11-10-32(86-49-41(71)33(63)25(62)20-79-49)58(6,52(76)77)31(55)9-12-57(30,56)5)53(78)88-51-45(75)46(87-50-44(74)39(69)35(65)27(19-61)83-50)37(67)29(85-51)22-81-48-43(73)40(70)36(66)28(84-48)21-80-47-42(72)38(68)34(64)26(18-60)82-47/h7,24-51,60-75H,8-22H2,1-6H3,(H,76,77)/t24-,25+,26+,27+,28+,29+,30+,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48+,49-,50-,51-,55+,56+,57+,58-,59-/m0/s1
• InChI Key: ZBSSZCXOZOTLAH-KTYMEJKUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₉
• Molecular Weight: 1267.40 g/mol
• Exact Mass: 1266.58807696 g/mol
• Topological Polar Surface Area (TPSA): 470.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -4.51
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 15

Synonyms

• RefChem:181257
• 223376-64-5
• 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-alpha-D-galactopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-->6)-(beta-D-glucopyranosyl-(1-->3))-beta-D-glucopyranoside
• (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-((2S,3R,4S,5R,6R)-3,5-dihydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)oxan-2-yl)oxymethyl)oxan-2-yl)oxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-3-((2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• NS00093719

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	-	0.6054	60.54%
CYP3A4 substrate	+	0.7282	72.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7379	73.79%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7807	78.07%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8100	81.00%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7746	77.46%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.6274	62.74%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6522	65.22%
PPAR gamma	+	0.8212	82.12%
Honey bee toxicity	-	0.6914	69.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.73%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.38%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.29%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.76%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.39%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.75%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.65%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.61%	97.36%
CHEMBL5028	O14672	ADAM10	82.95%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.87%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.31%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	82.17%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.87%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.00%	96.77%

Plants that contains it

• Saponaria officinalis

Cross-Links

• PubChem: 100967635
• LOTUS: LTS0105755
• wikiData: Q105370830