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

Details

• Internal ID: d6d9af8c-d07f-4b50-9b60-58fa47831ae4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C2C1)C)C(=O)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)OC)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C60H96O28/c1-55(2)15-17-60(54(77)88-52-43(74)39(70)36(67)29(83-52)23-79-49-41(72)37(68)33(64)26(20-61)80-49)18-16-58(6)24(25(60)19-55)9-10-31-57(5)13-12-32(56(3,4)30(57)11-14-59(31,58)7)84-53-46(86-51-42(73)38(69)34(65)27(21-62)81-51)44(75)45(47(87-53)48(76)78-8)85-50-40(71)35(66)28(22-63)82-50/h9,25-47,49-53,61-75H,10-23H2,1-8H3/t25-,26+,27+,28-,29+,30-,31+,32-,33+,34+,35-,36+,37-,38-,39-,40+,41+,42+,43+,44-,45-,46+,47-,49+,50-,51-,52-,53+,57-,58+,59+,60-/m0/s1
• InChI Key: VTPKPCXSSRHFKT-NYQFZCLPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₆O₂₈
• Molecular Weight: 1265.40 g/mol
• Exact Mass: 1264.60881240 g/mol
• Topological Polar Surface Area (TPSA): 439.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -3.39
• H-Bond Acceptor: 28
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8036	80.36%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8743	87.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7864	78.64%
OATP1B3 inhibitior	+	0.8514	85.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9192	91.92%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	-	0.7064	70.64%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.8464	84.64%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	+	0.7536	75.36%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4843	48.43%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7342	73.42%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.9072	90.72%
skin sensitisation	-	0.9041	90.41%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6384	63.84%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	+	0.7541	75.41%
Androgen receptor binding	+	0.7513	75.13%
Thyroid receptor binding	+	0.5955	59.55%
Glucocorticoid receptor binding	+	0.7972	79.72%
Aromatase binding	+	0.6621	66.21%
PPAR gamma	+	0.8209	82.09%
Honey bee toxicity	-	0.6460	64.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9617	96.17%

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	98.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.04%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.82%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	87.64%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.19%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.03%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.63%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.13%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.92%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.52%	90.17%
CHEMBL1871	P10275	Androgen Receptor	82.98%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.68%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.46%	95.83%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.13%	96.21%

Plants that contains it

• Aralia chinensis

Cross-Links

• PubChem: 101993109
• LOTUS: LTS0241924
• wikiData: Q105292918