8a-O-[(2S,3R,4S,5R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 4-O-methyl 2,8-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

Details

• Internal ID: 995bf59f-7739-485e-a7dd-4770aa2eedce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-O-[(2S,3R,4S,5R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 4-O-methyl 2,8-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)C(=O)OC)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)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](CO[C@H]2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)C(=O)OC)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H](C(CO1)(CO)O)O)O
• InChI: InChI=1S/C58H92O29/c1-23-40(83-45-39(72)41(28(64)19-78-45)84-49-43(73)56(76,20-60)22-80-49)36(69)38(71)46(81-23)85-42-33(66)27(63)18-79-48(42)87-51(75)57-13-12-52(2,3)14-25(57)24-8-9-30-53(4)15-26(62)44(86-47-37(70)35(68)34(67)29(17-59)82-47)58(21-61,50(74)77-7)31(53)10-11-54(30,5)55(24,6)16-32(57)65/h8,23,25-49,59-73,76H,9-22H2,1-7H3/t23-,25?,26?,27+,28+,29+,30?,31?,32?,33-,34+,35-,36-,37+,38+,39+,40-,41-,42+,43-,44?,45-,46-,47-,48-,49-,53?,54?,55?,56?,57?,58?/m0/s1
• InChI Key: LXXMAYBNDHTYHL-NPGIEZDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₉
• Molecular Weight: 1253.30 g/mol
• Exact Mass: 1252.57242689 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -5.20
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8368	83.68%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3196	31.96%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9616	96.16%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.7031	70.31%
CYP3A4 substrate	+	0.7462	74.62%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.8434	84.34%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.7877	78.77%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4615	46.15%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.5541	55.41%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7949	79.49%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7544	75.44%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.7488	74.88%
Androgen receptor binding	+	0.7585	75.85%
Thyroid receptor binding	+	0.6676	66.76%
Glucocorticoid receptor binding	+	0.7919	79.19%
Aromatase binding	+	0.6503	65.03%
PPAR gamma	+	0.8261	82.61%
Honey bee toxicity	-	0.6493	64.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9433	94.33%

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	99.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.49%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.47%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.57%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.44%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.87%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.82%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.80%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.99%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.50%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.63%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.39%	97.25%
CHEMBL5028	O14672	ADAM10	87.34%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.80%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.47%	91.19%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.43%	89.44%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.30%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.88%	92.94%
CHEMBL2581	P07339	Cathepsin D	85.49%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.16%	96.61%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.50%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.39%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.21%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.65%	97.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.26%	87.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.22%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

• Platycodon grandiflorus
• Rheum palmatum

Cross-Links

• PubChem: 11968767
• NPASS: NPC196954