(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,11S,12S,14S,15R,16R)-14-hydroxy-15-[(1S)-1-[(2R,4S)-4-hydroxy-5,5-dimethyloxolan-2-yl]ethyl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6144b114-9dfe-46dd-a288-cf434e57f13a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,11S,12S,14S,15R,16R)-14-hydroxy-15-[(1S)-1-[(2R,4S)-4-hydroxy-5,5-dimethyloxolan-2-yl]ethyl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C36H60O9/c1-18(20-14-24(39)32(4,5)45-20)26-19(38)15-34(7)23-9-8-22-31(2,3)25(44-30-29(42)28(41)27(40)21(16-37)43-30)10-11-35(22)17-36(23,35)13-12-33(26,34)6/h18-30,37-42H,8-17H2,1-7H3/t18-,19+,20-,21-,22+,23+,24+,25+,26+,27-,28+,29-,30+,33-,34+,35-,36+/m1/s1
• InChI Key: ZCLRRHPKFWIDME-QLZCBFMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₉
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.42373349 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6650	66.50%
Caco-2	-	0.8437	84.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9580	95.80%
P-glycoprotein inhibitior	+	0.7046	70.46%
P-glycoprotein substrate	-	0.6434	64.34%
CYP3A4 substrate	+	0.6960	69.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.8840	88.40%
CYP2C9 inhibition	-	0.7743	77.43%
CYP2C19 inhibition	-	0.8614	86.14%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.5929	59.29%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.6787	67.87%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8248	82.48%
skin sensitisation	-	0.9086	90.86%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8035	80.35%
Acute Oral Toxicity (c)	I	0.5951	59.51%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	+	0.5670	56.70%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.6175	61.75%
Honey bee toxicity	-	0.6612	66.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8616	86.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.66%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.96%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.76%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	93.61%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.48%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.77%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	90.09%	97.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.16%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	88.06%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.31%	92.88%
CHEMBL3837	P07711	Cathepsin L	87.21%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.74%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.80%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.59%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.02%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.29%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.28%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	83.65%	94.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.33%	97.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.22%	82.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.05%	95.58%
CHEMBL237	P41145	Kappa opioid receptor	82.86%	98.10%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.78%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	82.57%	98.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.37%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	82.29%	95.38%
CHEMBL2581	P07339	Cathepsin D	82.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.46%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.20%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.65%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.24%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.15%	96.77%

Plants that contains it

• Corchorus depressus

Cross-Links

• PubChem: 100914107
• LOTUS: LTS0008321
• wikiData: Q105371249