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

Details

• Internal ID: 413afa35-e3a1-48af-b5ea-21419d03472d
• 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] (1S,2R,3R,4aR,6aS,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,3-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(CC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C2C1(C)O)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C[C@@]2(CC[C@@]3(C(=CC[C@@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)[C@H]2[C@]1(C)O)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C47H76O19/c1-20-22(50)16-47(41(59)66-40-34(57)32(55)30(53)25(18-49)63-40)15-14-44(5)21(37(47)46(20,7)60)8-9-27-43(4)12-11-28(42(2,3)26(43)10-13-45(27,44)6)64-38-35(58)36(23(51)19-61-38)65-39-33(56)31(54)29(52)24(17-48)62-39/h8,20,22-40,48-58,60H,9-19H2,1-7H3/t20-,22-,23+,24-,25-,26+,27+,28+,29-,30-,31+,32+,33-,34-,35-,36+,37+,38+,39+,40+,43+,44-,45-,46-,47-/m1/s1
• InChI Key: LZFJJCIIXMIVIB-SQHBDNSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₉
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.49808019 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7092	70.92%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.5797	57.97%
P-glycoprotein inhibitior	+	0.7501	75.01%
P-glycoprotein substrate	-	0.6008	60.08%
CYP3A4 substrate	+	0.7326	73.26%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6714	67.14%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7214	72.14%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9274	92.74%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	-	0.5405	54.05%
Glucocorticoid receptor binding	+	0.7334	73.34%
Aromatase binding	+	0.6162	61.62%
PPAR gamma	+	0.7964	79.64%
Honey bee toxicity	-	0.6795	67.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.63%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.15%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.35%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.02%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	85.11%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.37%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.98%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.79%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.05%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.83%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.14%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.21%	94.33%

Plants that contains it

• Ilex crenata

Cross-Links

• PubChem: 163031096
• LOTUS: LTS0154314
• wikiData: Q105159843