Scheffursoside E

Details

• Internal ID: 69965bc5-eccf-47d2-a272-17c37f677c43
• 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,8aS,11R,12S,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-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]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C2C1C)C)C(=O)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)OC1C(C(C(C(O1)C)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[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]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C66H106O33/c1-23-11-16-66(61(87)99-58-48(83)41(76)38(73)30(93-58)22-88-55-49(84)45(80)50(29(21-69)92-55)95-56-46(81)39(74)35(70)25(3)89-56)18-17-64(7)26(34(66)24(23)2)9-10-32-63(6)14-13-33(62(4,5)31(63)12-15-65(32,64)8)94-60-53(44(79)43(78)51(96-60)54(85)86)98-59-52(42(77)37(72)28(20-68)91-59)97-57-47(82)40(75)36(71)27(19-67)90-57/h9,23-25,27-53,55-60,67-84H,10-22H2,1-8H3,(H,85,86)/t23-,24+,25+,27-,28-,29-,30-,31+,32-,33+,34+,35+,36-,37+,38-,39-,40+,41+,42+,43+,44+,45-,46-,47-,48-,49-,50-,51+,52-,53-,55-,56+,57+,58+,59+,60-,63+,64-,65-,66+/m1/s1
• InChI Key: NLIWGNYNSMLCGV-SDJYETCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₆O₃₃
• Molecular Weight: 1427.50 g/mol
• Exact Mass: 1426.6616358 g/mol
• Topological Polar Surface Area (TPSA): 529.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -5.41
• H-Bond Acceptor: 32
• H-Bond Donor: 19
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9510	95.10%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	-	0.5601	56.01%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.8072	80.72%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7479	74.79%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9685	96.85%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.6335	63.35%
Glucocorticoid receptor binding	+	0.7983	79.83%
Aromatase binding	+	0.6632	66.32%
PPAR gamma	+	0.8325	83.25%
Honey bee toxicity	-	0.6248	62.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.43%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.21%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.27%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.21%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.35%	92.50%
CHEMBL5028	O14672	ADAM10	83.15%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.51%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.05%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.33%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.18%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.82%	100.00%

Plants that contains it

• Diospyros dendo
• Heptapleurum heptaphyllum
• Narcissus tazetta
• Podophyllum grayi
• Primula veris
• Solanum tuberosum

Cross-Links

• PubChem: 101675599
• NPASS: NPC74418