(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 5d84f051-1f7d-4cc2-8f48-1a9d7cfc81b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OCC23C(CC(CC2OC(=O)C)(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@]23[C@H](C[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)[C@@H]2CC(C[C@@H]3OC(=O)C)(C)C)C)O)O)O)O
• InChI: InChI=1S/C50H80O20/c1-21-31(54)33(56)35(58)42(65-21)64-20-50-24(16-45(3,4)18-30(50)66-22(2)52)23-10-11-27-47(7)14-13-29(46(5,6)26(47)12-15-48(27,8)49(23,9)17-28(50)53)68-44-38(61)39(37(60)40(70-44)41(62)63)69-43-36(59)34(57)32(55)25(19-51)67-43/h10,21,24-40,42-44,51,53-61H,11-20H2,1-9H3,(H,62,63)/t21-,24-,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35+,36+,37-,38+,39-,40-,42+,43-,44+,47-,48+,49+,50-/m0/s1
• InChI Key: ZKKZNNXAUQZQOY-SABHHEPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₀
• Molecular Weight: 1001.20 g/mol
• Exact Mass: 1000.52429494 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7040	70.40%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7617	76.17%
P-glycoprotein inhibitior	+	0.7531	75.31%
P-glycoprotein substrate	-	0.5985	59.85%
CYP3A4 substrate	+	0.7262	72.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
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	+	0.7601	76.01%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8524	85.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7252	72.52%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9223	92.23%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8939	89.39%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	-	0.5081	50.81%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	+	0.6185	61.85%
PPAR gamma	+	0.8096	80.96%
Honey bee toxicity	-	0.6566	65.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
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	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.17%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.19%	89.44%
CHEMBL5028	O14672	ADAM10	87.30%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.88%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.59%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.33%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.17%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.15%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.24%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.19%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.09%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.00%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.63%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.51%	97.09%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 101948661
• LOTUS: LTS0020057
• wikiData: Q105378552