[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5S,6S)-5-hydroxy-3-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-4-[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 8069e0f7-8a1f-4317-b207-91f3c45a44c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5S,6S)-5-hydroxy-3-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-4-[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)OC1C(C(C(CO1)O)O)O)O)O)O)C)(C)C)OC1C(C(C(C(O1)C)OC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)OC(=O)C(=CCCC(C)(C=C)O)C)OC(=O)C(=CCCC(C)(C=C)O)CO)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)O)OC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)OC(=O)/C(=C/CCC(C)(C=C)O)/CO)O
• InChI: InChI=1S/C94H148O42/c1-15-89(10,117)25-17-19-41(3)76(114)131-75-72(130-77(115)44(34-95)20-18-26-90(11,118)16-2)56(100)42(4)125-84(75)124-40-52-61(105)63(107)74(135-81-68(112)64(108)70(43(5)126-81)132-80-69(113)71(50(99)38-121-80)133-78-65(109)57(101)47(96)35-119-78)85(128-52)136-86(116)94-31-29-87(6,7)33-46(94)45-21-22-54-91(12)27-24-55(88(8,9)53(91)23-28-93(54,14)92(45,13)30-32-94)129-82-67(111)62(106)60(104)51(127-82)39-123-83-73(59(103)49(98)37-122-83)134-79-66(110)58(102)48(97)36-120-79/h15-16,19-21,42-43,46-75,78-85,95-113,117-118H,1-2,17-18,22-40H2,3-14H3/b41-19+,44-20+/t42-,43-,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+,78-,79-,80-,81-,82-,83-,84+,85-,89+,90?,91-,92+,93+,94-/m0/s1
• InChI Key: WVBXWJCUZCNMLV-XHMKULGMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₄H₁₄₈O₄₂
• Molecular Weight: 1950.20 g/mol
• Exact Mass: 1949.9478736 g/mol
• Topological Polar Surface Area (TPSA): 642.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 42
• H-Bond Donor: 21
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7412	74.12%
Caco-2	-	0.8565	85.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8514	85.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7592	75.92%
OATP1B3 inhibitior	-	0.4149	41.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9644	96.44%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.7213	72.13%
CYP3A4 substrate	+	0.7584	75.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8807	88.07%
CYP3A4 inhibition	-	0.7385	73.85%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.8860	88.60%
CYP2C8 inhibition	+	0.8342	83.42%
CYP inhibitory promiscuity	-	0.9736	97.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6233	62.33%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.5687	56.87%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7583	75.83%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9533	95.33%
Acute Oral Toxicity (c)	III	0.8004	80.04%
Estrogen receptor binding	-	0.5298	52.98%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	+	0.7948	79.48%
Glucocorticoid receptor binding	+	0.8355	83.55%
Aromatase binding	+	0.7903	79.03%
PPAR gamma	+	0.8144	81.44%
Honey bee toxicity	-	0.6107	61.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	99.59%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.74%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.69%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.29%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.01%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.66%	92.94%
CHEMBL5028	O14672	ADAM10	88.65%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	88.62%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.27%	96.90%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.16%	85.31%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.05%	97.21%
CHEMBL1871	P10275	Androgen Receptor	87.35%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.96%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	85.06%	93.18%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.47%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.20%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.83%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.80%	95.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.24%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.82%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.65%	100.00%

Plants that contains it

• Gleditsia sinensis

Cross-Links

• PubChem: 10558536
• NPASS: NPC225669
• LOTUS: LTS0038681
• wikiData: Q105313447