[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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: 50ccacd8-cdfc-4fe0-8b9c-46ef722a804c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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
• InChI: InChI=1S/C47H76O17/c1-42(2)14-16-47(41(58)64-40-37(57)34(54)31(51)25(20-49)61-40)17-15-45(6)22(23(47)18-42)8-9-28-44(5)12-11-29(43(3,4)27(44)10-13-46(28,45)7)63-38-35(55)32(52)26(21-59-38)62-39-36(56)33(53)30(50)24(19-48)60-39/h8,23-40,48-57H,9-21H2,1-7H3/t23-,24-,25+,26+,27+,28-,29+,30-,31+,32+,33+,34-,35-,36-,37+,38+,39+,40-,44+,45-,46-,47+/m1/s1
• InChI Key: MDOSWCKLHZINIY-HMLWPMDPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.78
• 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	+	0.7499	74.99%
Caco-2	-	0.8855	88.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	0.8790	87.90%
OATP1B1 inhibitior	+	0.7150	71.50%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.7433	74.33%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	-	0.8050	80.50%
CYP3A4 substrate	+	0.7260	72.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.6699	66.99%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7430	74.30%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8999	89.99%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7725	77.25%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	-	0.5559	55.59%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	+	0.6510	65.10%
PPAR gamma	+	0.7822	78.22%
Honey bee toxicity	-	0.6639	66.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5605	56.05%
Fish aquatic toxicity	+	0.9603	96.03%

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	98.64%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.37%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.64%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.65%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.58%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.99%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.23%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.75%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.44%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.91%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.07%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%

Plants that contains it

• Glinus lotoides

Cross-Links

• PubChem: 162971932
• LOTUS: LTS0276390
• wikiData: Q105161876