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

Details

• Internal ID: 5d5869ae-b312-4a73-b639-8eb612f5b8d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-O-methyl 4a-O-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-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-2,4a-dicarboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)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(C[C@@H]([C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C43H68O17/c1-38(36(54)56-6)11-13-43(37(55)60-35-32(53)30(51)28(49)24(18-45)58-35)14-12-41(4)20(21(43)15-38)7-8-26-39(2)16-22(47)33(40(3,19-46)25(39)9-10-42(26,41)5)59-34-31(52)29(50)27(48)23(17-44)57-34/h7,21-35,44-53H,8-19H2,1-6H3/t21-,22-,23+,24+,25+,26+,27+,28+,29-,30-,31+,32+,33-,34-,35-,38-,39-,40-,41+,42+,43-/m0/s1
• InChI Key: GWQLDNJDWWVNII-SHCMCRNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₇
• Molecular Weight: 857.00 g/mol
• Exact Mass: 856.44565070 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

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	-	0.8850	88.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	-	0.2293	22.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.6136	61.36%
P-glycoprotein inhibitior	+	0.7552	75.52%
P-glycoprotein substrate	-	0.6347	63.47%
CYP3A4 substrate	+	0.7104	71.04%
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	+	0.6620	66.20%
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	-	0.9091	90.91%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7255	72.55%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7910	79.10%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.7691	76.91%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	-	0.5744	57.44%
Glucocorticoid receptor binding	+	0.6753	67.53%
Aromatase binding	+	0.6035	60.35%
PPAR gamma	+	0.7514	75.14%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	99.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.07%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.75%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.21%	83.82%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.67%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.76%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.00%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.06%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.61%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.11%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	84.48%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.82%	97.25%
CHEMBL2916	O14746	Telomerase reverse transcriptase	82.49%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.77%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.25%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.14%	91.24%

Plants that contains it

• Phytolacca polyandra

Cross-Links

• PubChem: 101691123
• LOTUS: LTS0167843
• wikiData: Q105022674