[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(methoxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-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: 75d8ac19-ca2f-4b8b-bbd2-2b5ea25e5aa1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(methoxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-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)OC2C(C(C(OC2OC3C(CC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)COC)O)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]([C@H](O[C@H]2O[C@H]3[C@H](C[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)COC)O)O)O)O)O
• InChI: InChI=1S/C49H80O18/c1-22-30(52)33(55)36(58)40(62-22)65-38-35(57)32(54)27(21-61-9)64-42(38)66-39-25(51)19-46(6)28(45(39,4)5)12-13-48(8)29(46)11-10-23-24-18-44(2,3)14-16-49(24,17-15-47(23,48)7)43(60)67-41-37(59)34(56)31(53)26(20-50)63-41/h10,22,24-42,50-59H,11-21H2,1-9H3/t22-,24-,25-,26+,27+,28-,29+,30-,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42-,46-,47+,48+,49-/m0/s1
• InChI Key: DAFMSDROBXJRSG-ANCMCJSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₈
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.53446570 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8110	81.10%
Caco-2	-	0.8908	89.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8162	81.62%
OATP1B3 inhibitior	-	0.3588	35.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7775	77.75%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	-	0.6187	61.87%
CYP3A4 substrate	+	0.7243	72.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.9298	92.98%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8941	89.41%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	+	0.6990	69.90%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6042	60.42%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.6646	66.46%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7218	72.18%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8307	83.07%
Acute Oral Toxicity (c)	III	0.7027	70.27%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	-	0.5586	55.86%
Glucocorticoid receptor binding	+	0.7361	73.61%
Aromatase binding	+	0.6386	63.86%
PPAR gamma	+	0.7929	79.29%
Honey bee toxicity	-	0.6673	66.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.8551	85.51%

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	99.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.54%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.55%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.73%	95.17%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.50%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.88%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.36%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.29%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.02%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.71%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.70%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.28%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.14%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.44%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.39%	89.00%

Plants that contains it

• Amaranthus caudatus

Cross-Links

• PubChem: 101918714
• LOTUS: LTS0028404
• wikiData: Q104973512