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

Details

• Internal ID: 687010c8-d643-4e45-8cd0-69fb96e08285
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aR,6aR,6aS,6bS,8aS,9R,10S,12aR,14bR)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C(=O)OC
• SMILES (Isomeric): C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@@]3(CC[C@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)[C@H]2C1)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C48H76O20/c1-43(41(60)62-6)13-15-48(42(61)68-40-35(58)33(56)31(54)26(19-50)65-40)16-14-46(4)22(23(48)17-43)7-8-28-44(2)11-10-29(45(3,21-51)27(44)9-12-47(28,46)5)66-38-36(59)37(24(52)20-63-38)67-39-34(57)32(55)30(53)25(18-49)64-39/h7,23-40,49-59H,8-21H2,1-6H3/t23-,24+,25-,26-,27+,28-,29+,30-,31-,32+,33+,34-,35-,36-,37+,38+,39+,40+,43-,44+,45+,46-,47+,48+/m1/s1
• InChI Key: AUAAHVSCLXLCLS-IWVFTJLDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 20
• 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	+	0.6877	68.77%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	-	0.2293	22.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.8666	86.66%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	-	0.5651	56.51%
CYP3A4 substrate	+	0.7372	73.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8833	88.33%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9078	90.78%
CYP2C8 inhibition	+	0.7205	72.05%
CYP inhibitory promiscuity	-	0.9806	98.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7726	77.26%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.7823	78.23%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	-	0.5297	52.97%
Glucocorticoid receptor binding	+	0.7470	74.70%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	+	0.7969	79.69%
Honey bee toxicity	-	0.6908	69.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8974	89.74%

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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.35%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.54%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.80%	94.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.04%	83.82%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.20%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.47%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.82%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.28%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	83.43%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.80%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.54%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.87%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.73%	98.95%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.37%	96.90%

Plants that contains it

• Chenopodium quinoa

Cross-Links

• PubChem: 163191910
• LOTUS: LTS0245217
• wikiData: Q104918774