methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11S,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate

Details

• Internal ID: 99880909-a167-4d37-8ce5-4b411c69c736
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11S,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)CO)C)C)C)C)C(=O)OC)O)O)CO)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@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@](C[C@H]8O)(C)CO)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C49H80O19/c1-22-30(54)32(56)36(60)41(63-22)67-38-33(57)31(55)25(19-50)64-42(38)68-39-35(59)34(58)37(40(61)62-8)66-43(39)65-29-12-13-46(4)26(47(29,5)21-52)11-14-49(7)27(46)10-9-23-24-17-44(2,20-51)18-28(53)45(24,3)15-16-48(23,49)6/h9,22,24-39,41-43,50-60H,10-21H2,1-8H3/t22-,24-,25+,26+,27+,28+,29-,30-,31+,32+,33-,34-,35-,36+,37-,38+,39+,41-,42-,43+,44-,45+,46-,47+,48+,49+/m0/s1
• InChI Key: GVNOCZJYXCLOSJ-YDHZBNBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₉
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.52938032 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7222	72.22%
Caco-2	-	0.9186	91.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	-	0.3185	31.85%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8703	87.03%
P-glycoprotein inhibitior	+	0.7558	75.58%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.7388	73.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9522	95.22%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.9087	90.87%
CYP2C8 inhibition	+	0.7685	76.85%
CYP inhibitory promiscuity	-	0.9751	97.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6236	62.36%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6013	60.13%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7940	79.40%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9090	90.90%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6349	63.49%
Acute Oral Toxicity (c)	III	0.6181	61.81%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.7390	73.90%
Thyroid receptor binding	-	0.5870	58.70%
Glucocorticoid receptor binding	+	0.7082	70.82%
Aromatase binding	+	0.6578	65.78%
PPAR gamma	+	0.7974	79.74%
Honey bee toxicity	-	0.6944	69.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8571	85.71%

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	98.00%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.16%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.93%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.81%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.89%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.53%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.63%	96.61%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.47%	94.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.75%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.75%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.02%	96.21%

Plants that contains it

• Robinia pseudoacacia

Cross-Links

• PubChem: 163057393
• LOTUS: LTS0027627
• wikiData: Q105021454