[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 759d6656-e23d-48ab-8fad-0a9b21e268db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC4C(C(C(CO4)O)OC5C(C(C(C(O5)C)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)OC7C(C(C(CO7)O)O)O)O)OC(=O)C89CCC(CC8C1=CCC2C(C1(CC9)C)(CCC1C2(CC(C(C1(C)CO)OC1C(C(C(C(O1)CO)O)OC1C(C(C(C(O1)CO)O)OC1C(C(CO1)(CO)O)O)O)O)O)C)C)(C)C)C)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](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)OC(=O)[C@@]89CC[C@@]1(C(=CC[C@H]2[C@]1(CC[C@@H]1[C@@]2(C[C@@H]([C@@H]([C@@]1(C)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O)O)O)C)C)[C@@H]8CC(CC9)(C)C)C)C)O)O)O)O
• InChI: InChI=1S/C87H142O48/c1-29-43(96)50(103)54(107)72(119-29)131-64-45(98)31(3)121-78(67(64)133-74-59(112)65(130-70-53(106)46(99)36(94)24-116-70)60(32(4)122-74)126-71-56(109)61(37(95)25-117-71)127-77-66(52(105)44(97)30(2)120-77)132-73-55(108)51(104)47(100)38(21-88)123-73)135-80(114)86-17-15-81(5,6)19-34(86)33-11-12-42-82(7)20-35(93)69(83(8,26-91)41(82)13-14-85(42,10)84(33,9)16-18-86)134-76-58(111)62(48(101)40(23-90)125-76)128-75-57(110)63(49(102)39(22-89)124-75)129-79-68(113)87(115,27-92)28-118-79/h11,29-32,34-79,88-113,115H,12-28H2,1-10H3/t29-,30-,31+,32-,34-,35-,36+,37+,38+,39+,40+,41+,42+,43-,44-,45+,46-,47-,48+,49+,50+,51-,52+,53+,54+,55+,56+,57+,58+,59+,60-,61-,62-,63-,64-,65-,66+,67+,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,82-,83-,84+,85+,86-,87+/m0/s1
• InChI Key: JXOQBZLTQIFMOL-YTNGDYTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₇H₁₄₂O₄₈
• Molecular Weight: 1956.00 g/mol
• Exact Mass: 1954.8670563 g/mol
• Topological Polar Surface Area (TPSA): 748.00 Ų
• XlogP: -8.40
• Atomic LogP (AlogP): -11.12
• H-Bond Acceptor: 48
• H-Bond Donor: 27
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8202	82.02%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.6729	67.29%
CYP3A4 substrate	+	0.7441	74.41%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7945	79.45%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8962	89.62%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7778	77.78%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7132	71.32%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.6435	64.35%
Androgen receptor binding	+	0.7616	76.16%
Thyroid receptor binding	+	0.7430	74.30%
Glucocorticoid receptor binding	+	0.8102	81.02%
Aromatase binding	+	0.6963	69.63%
PPAR gamma	+	0.8112	81.12%
Honey bee toxicity	-	0.6531	65.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9565	95.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3714130	P46095	G-protein coupled receptor 6	99.14%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.97%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.55%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.34%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.78%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.86%	86.92%
CHEMBL4302	P08183	P-glycoprotein 1	90.41%	92.98%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.02%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.64%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.60%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.48%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.50%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.99%	91.07%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.35%	87.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.78%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.82%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.48%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.44%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.54%	96.90%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.51%	92.78%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.41%	97.25%

Plants that contains it

• Solidago gigantea

Cross-Links

• PubChem: 101612331
• LOTUS: LTS0088555
• wikiData: Q105136696