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

Details

• Internal ID: 28c47d12-3571-424e-be73-632cc36fcde4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[(3S,4R,4aR,6aR,6bS,8aR,9R,11R,12aS,14aR,14bR)-9-acetyloxy-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3C4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC(=O)C)(C)C(=O)O)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@@](C[C@H]8OC(=O)C)(C)C(=O)O)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C50H78O20/c1-21-30(54)32(56)36(60)42(65-21)70-40-33(57)31(55)26(19-51)67-43(40)69-38-34(58)35(59)39(41(61)62)68-37(38)24-11-13-47(5)27(48(24,6)20-52)12-14-50(8)28(47)10-9-23-25-17-45(3,44(63)64)18-29(66-22(2)53)46(25,4)15-16-49(23,50)7/h9,21,24-40,42-43,51-52,54-60H,10-20H2,1-8H3,(H,61,62)(H,63,64)/t21-,24+,25-,26+,27+,28+,29+,30-,31-,32+,33-,34-,35-,36+,37-,38+,39-,40+,42-,43-,45+,46+,47-,48-,49+,50+/m0/s1
• InChI Key: SRJHJOTVLVDBAO-RGGLFOFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₂₀
• Molecular Weight: 999.10 g/mol
• Exact Mass: 998.50864487 g/mol
• Topological Polar Surface Area (TPSA): 329.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 18
• 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	+	0.7267	72.67%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8783	87.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7919	79.19%
OATP1B3 inhibitior	-	0.2953	29.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.7131	71.31%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	+	0.5131	51.31%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.9113	91.13%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	+	0.7752	77.52%
CYP inhibitory promiscuity	-	0.9434	94.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6193	61.93%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.6127	61.27%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6902	69.02%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7676	76.76%
skin sensitisation	-	0.9268	92.68%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8044	80.44%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	+	0.7972	79.72%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	-	0.5293	52.93%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	+	0.6168	61.68%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	98.34%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.37%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.58%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.53%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.23%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.81%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.58%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.67%	95.50%
CHEMBL5028	O14672	ADAM10	83.14%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.92%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.97%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.04%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101228935
• LOTUS: LTS0082277
• wikiData: Q105259213