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

Details

• Internal ID: 31c3b9ab-3c1e-4636-949f-86e8b0505b7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,10R,12aS,14aR,14bR)-10-acetyloxy-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]peroxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=O)OC1C(C2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)OOC8C(C(C(CO8)O)O)O)C)C)C2CC1(C)C)C)C)OC9C(C(C(CO9)OC1C(C(C(C(O1)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1C([C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)OO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)C)[C@@H]2CC1(C)C)C)C)O[C@H]9[C@@H]([C@H]([C@H](CO9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• InChI: InChI=1S/C60H96O30/c1-23(64)81-47-48(88-50-42(75)36(69)29(21-80-50)84-52-43(76)37(70)34(67)27(18-61)82-52)56(4)15-16-59(7)24(25(56)17-55(47,2)3)9-10-31-57(5)13-12-32(58(6,22-63)30(57)11-14-60(31,59)8)85-53-45(40(73)39(72)44(86-53)49(77)78)87-54-46(38(71)35(68)28(19-62)83-54)89-90-51-41(74)33(66)26(65)20-79-51/h9,25-48,50-54,61-63,65-76H,10-22H2,1-8H3,(H,77,78)/t25-,26+,27+,28+,29-,30+,31+,32-,33-,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44-,45+,46+,47-,48?,50-,51-,52-,53+,54-,56+,57-,58+,59+,60+/m0/s1
• InChI Key: UHFOERAFQRKVRO-RIBNCHPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₆O₃₀
• Molecular Weight: 1297.40 g/mol
• Exact Mass: 1296.59864164 g/mol
• Topological Polar Surface Area (TPSA): 469.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.92
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7696	76.96%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8344	83.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7984	79.84%
OATP1B3 inhibitior	-	0.3274	32.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9421	94.21%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6037	60.37%
CYP3A4 substrate	+	0.7497	74.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.7824	78.24%
CYP2C9 inhibition	-	0.8531	85.31%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.8678	86.78%
CYP2C8 inhibition	+	0.8219	82.19%
CYP inhibitory promiscuity	-	0.9737	97.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.6236	62.36%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7771	77.71%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8809	88.09%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7666	76.66%
Acute Oral Toxicity (c)	III	0.7411	74.11%
Estrogen receptor binding	+	0.7401	74.01%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	+	0.6376	63.76%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.6988	69.88%
PPAR gamma	+	0.8193	81.93%
Honey bee toxicity	-	0.6287	62.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9670	96.70%

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	99.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.70%	97.36%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.69%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.52%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.17%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.14%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.52%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.88%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.33%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.62%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.56%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.55%	96.21%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	83.39%	97.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.29%	89.00%
CHEMBL5028	O14672	ADAM10	83.25%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%

Plants that contains it

• Impatiens siculifera

Cross-Links

• PubChem: 101474438
• LOTUS: LTS0061493
• wikiData: Q105272860