Impatienoside E

Details

• Internal ID: bf475737-03aa-4c85-8f50-aab4f57102f4
• 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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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(C(O8)CO)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]([C@H](O8)CO)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/C61H98O31/c1-23(66)82-48-49(90-51-42(76)36(70)29(21-81-51)86-52-43(77)37(71)33(67)26(18-62)83-52)57(4)15-16-60(7)24(25(57)17-56(48,2)3)9-10-31-58(5)13-12-32(59(6,22-65)30(58)11-14-61(31,60)8)87-54-46(41(75)40(74)45(88-54)50(79)80)89-55-47(39(73)35(69)28(20-64)85-55)91-92-53-44(78)38(72)34(68)27(19-63)84-53/h9,25-49,51-55,62-65,67-78H,10-22H2,1-8H3,(H,79,80)/t25-,26+,27+,28+,29-,30+,31+,32-,33+,34+,35-,36-,37-,38-,39-,40-,41-,42+,43+,44+,45-,46+,47+,48-,49?,51-,52-,53-,54+,55-,57+,58-,59+,60+,61+/m0/s1
• InChI Key: ZFPIQRKZOSVJCL-KGXSDAQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₈O₃₁
• Molecular Weight: 1327.40 g/mol
• Exact Mass: 1326.6092063 g/mol
• Topological Polar Surface Area (TPSA): 489.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -4.56
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7311	73.11%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8536	85.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7999	79.99%
OATP1B3 inhibitior	-	0.3650	36.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5724	57.24%
BSEP inhibitior	+	0.9483	94.83%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5721	57.21%
CYP3A4 substrate	+	0.7469	74.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.8473	84.73%
CYP2C19 inhibition	-	0.8861	88.61%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.8409	84.09%
CYP2C8 inhibition	+	0.8175	81.75%
CYP inhibitory promiscuity	-	0.9570	95.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.6564	65.64%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7842	78.42%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.7141	71.41%
Estrogen receptor binding	+	0.7375	73.75%
Androgen receptor binding	+	0.7505	75.05%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.8048	80.48%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	+	0.8183	81.83%
Honey bee toxicity	-	0.6303	63.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	98.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.23%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.73%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.26%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.23%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.96%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.90%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.06%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.71%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.91%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.90%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	83.32%	97.88%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL5028	O14672	ADAM10	82.17%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.17%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.03%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	81.71%	92.50%

Plants that contains it

• Impatiens siculifera

Cross-Links

• PubChem: 101474437
• LOTUS: LTS0231005
• wikiData: Q105374543