(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,7S,8R,10S,11S,12S,15R,16R)-6,10-dihydroxy-15-[(2R,5R)-6-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,12,16-trimethyl-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 966f01fe-87f9-4878-b821-26c207ecce1f
• 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,7S,8R,10S,11S,12S,15R,16R)-6,10-dihydroxy-15-[(2R,5R)-6-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,12,16-trimethyl-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)(C)O)OC1C(C(C(C(O1)CO)O)O)O)C2CCC3(C2(CCC45C3C(CC6C4(C5)CCC(C6(C)COC7C(C(C(C(O7)CO)O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@H](CC[C@H](C(C)(C)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3[C@H](C[C@@H]6[C@]4(C5)CC[C@@H]([C@]6(C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)C
• InChI: InChI=1S/C42H72O15/c1-20(7-8-27(37(2,3)53)57-36-33(52)31(50)29(48)24(17-44)56-36)21-9-11-40(6)34-22(45)15-25-38(4,19-54-35-32(51)30(49)28(47)23(16-43)55-35)26(46)10-12-41(25)18-42(34,41)14-13-39(21,40)5/h20-36,43-53H,7-19H2,1-6H3/t20-,21-,22+,23-,24-,25+,26+,27-,28-,29-,30+,31+,32-,33-,34+,35-,36+,38-,39-,40+,41-,42+/m1/s1
• InChI Key: PVEZVTZCATVLHD-AAZOEINOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4805	48.05%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7178	71.78%
P-glycoprotein inhibitior	+	0.7541	75.41%
P-glycoprotein substrate	+	0.5113	51.13%
CYP3A4 substrate	+	0.7163	71.63%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9472	94.72%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8918	89.18%
CYP2C8 inhibition	+	0.6297	62.97%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6443	64.43%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6174	61.74%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6137	61.37%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.7234	72.34%
Androgen receptor binding	+	0.7562	75.62%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	+	0.5638	56.38%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.6958	69.58%
Honey bee toxicity	-	0.6562	65.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.66%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	98.14%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	96.61%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.76%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.32%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.71%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.66%	92.86%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.06%	89.05%
CHEMBL233	P35372	Mu opioid receptor	88.62%	97.93%
CHEMBL220	P22303	Acetylcholinesterase	88.22%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	88.13%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.93%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.09%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.95%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.72%	96.95%
CHEMBL237	P41145	Kappa opioid receptor	85.62%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.53%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.40%	82.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.37%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.30%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.00%	90.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.38%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.06%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.73%	98.05%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.54%	97.47%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.47%	91.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.17%	95.58%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.93%	89.34%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.57%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.45%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.14%	95.89%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.89%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.43%	100.00%
CHEMBL1871	P10275	Androgen Receptor	81.17%	96.43%
CHEMBL5028	O14672	ADAM10	80.55%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.52%	94.23%
CHEMBL1937	Q92769	Histone deacetylase 2	80.01%	94.75%

Plants that contains it

• Asplenium ruprechtii

Cross-Links

• PubChem: 163067361
• LOTUS: LTS0224017
• wikiData: Q105215424