8a-O-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 4-O-[(2S)-2-hydroxypropyl] (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

Details

• Internal ID: c69a67b2-806f-445c-a310-e936416055a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-O-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 4-O-[(2S)-2-hydroxypropyl] (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• SMILES (Canonical): CC(COC(=O)C1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C)O
• SMILES (Isomeric): C[C@@H](COC(=O)[C@]1([C@@H]2CC[C@@]3([C@@H]([C@]2(CC[C@@H]1O)C)CC=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[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)C)O
• InChI: InChI=1S/C51H82O21/c1-23(54)21-67-44(64)50(7)30-10-13-49(6)29(47(30,4)12-11-31(50)55)9-8-24-25-18-46(2,3)14-16-51(25,17-15-48(24,49)5)45(65)72-43-39(63)40(71-42-38(62)36(60)33(57)27(20-53)69-42)34(58)28(70-43)22-66-41-37(61)35(59)32(56)26(19-52)68-41/h8,23,25-43,52-63H,9-22H2,1-7H3/t23-,25-,26+,27+,28+,29+,30+,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41+,42-,43-,47+,48+,49+,50-,51-/m0/s1
• InChI Key: QESYDWZOCRIRHS-TYTMISBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₁
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.53485962 g/mol
• Topological Polar Surface Area (TPSA): 342.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8834	88.34%
P-glycoprotein inhibitior	+	0.7492	74.92%
P-glycoprotein substrate	-	0.5431	54.31%
CYP3A4 substrate	+	0.7273	72.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6846	68.46%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7718	77.18%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8158	81.58%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8604	86.04%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7461	74.61%
Thyroid receptor binding	-	0.5287	52.87%
Glucocorticoid receptor binding	+	0.7279	72.79%
Aromatase binding	+	0.6321	63.21%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.6943	69.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.07%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.22%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.47%	95.17%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.27%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.25%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.22%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.81%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.40%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.39%	94.33%
CHEMBL4302	P08183	P-glycoprotein 1	84.09%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.64%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.17%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.76%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.70%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.17%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.91%	92.62%
CHEMBL5028	O14672	ADAM10	80.69%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	80.54%	94.73%

Plants that contains it

• Dianthus chinensis

Cross-Links

• PubChem: 162899408
• LOTUS: LTS0233377
• wikiData: Q105219364