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

Details

• Internal ID: dca3128c-4b07-4958-a3d7-38dfc3856b09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)OC9C(C(C(CO9)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)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)CO)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)O
• InChI: InChI=1S/C52H84O23/c1-21-39(72-42-36(64)31(59)25(56)18-68-42)35(63)38(66)43(70-21)73-40-32(60)26(57)19-69-45(40)75-46(67)52-13-12-47(2,3)14-23(52)22-8-9-29-48(4)15-24(55)41(74-44-37(65)34(62)33(61)27(17-53)71-44)49(5,20-54)28(48)10-11-50(29,6)51(22,7)16-30(52)58/h8,21,23-45,53-66H,9-20H2,1-7H3/t21-,23-,24-,25+,26-,27+,28+,29+,30+,31-,32-,33+,34-,35-,36+,37+,38+,39-,40+,41-,42-,43-,44-,45-,48-,49-,50+,51+,52+/m0/s1
• InChI Key: UUYAIVZLYBYAJU-ZSXZYWSFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₃
• Molecular Weight: 1077.20 g/mol
• Exact Mass: 1076.54033892 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.82
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3183	31.83%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9299	92.99%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.5589	55.89%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7252	72.52%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7814	78.14%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8602	86.02%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8156	81.56%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.5515	55.15%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.6495	64.95%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.6894	68.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	98.93%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.61%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.10%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.81%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.76%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.16%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.52%	87.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.45%	91.07%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.01%	91.65%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.81%	95.50%
CHEMBL5028	O14672	ADAM10	82.99%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.74%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.68%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.56%	94.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.80%	92.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 11528185
• NPASS: NPC1996