(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: aabd6e13-82c2-4202-83c6-dd73c11d8b05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1OC6C(C(C(C(O6)CO)O)O)O)C)C(C)CCC(=C)C(C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@@H]([C@]4(CC[C@@]35[C@@]2(C5)CC[C@@H]1O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)[C@H](C)CCC(=C)C(C)C)C
• InChI: InChI=1S/C36H60O6/c1-20(2)21(3)8-9-22(4)24-12-14-34(7)28-11-10-25-23(5)26(41-32-31(40)30(39)29(38)27(18-37)42-32)13-15-35(25)19-36(28,35)17-16-33(24,34)6/h20,22-32,37-40H,3,8-19H2,1-2,4-7H3/t22-,23+,24-,25+,26+,27-,28+,29-,30+,31-,32-,33-,34+,35-,36+/m1/s1
• InChI Key: QJIIOQSORMCNEC-YVPODWRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₆
• Molecular Weight: 588.90 g/mol
• Exact Mass: 588.43898963 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7733	77.33%
Caco-2	-	0.8294	82.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6817	68.17%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.8738	87.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7033	70.33%
P-glycoprotein inhibitior	+	0.6875	68.75%
P-glycoprotein substrate	-	0.6116	61.16%
CYP3A4 substrate	+	0.6986	69.86%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.8828	88.28%
CYP2C9 inhibition	-	0.6041	60.41%
CYP2C19 inhibition	-	0.7886	78.86%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7514	75.14%
CYP2C8 inhibition	+	0.5567	55.67%
CYP inhibitory promiscuity	-	0.8239	82.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7359	73.59%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.6236	62.36%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7153	71.53%
Human Ether-a-go-go-Related Gene inhibition	+	0.6739	67.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7983	79.83%
Acute Oral Toxicity (c)	III	0.4612	46.12%
Estrogen receptor binding	+	0.6566	65.66%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	-	0.5257	52.57%
Glucocorticoid receptor binding	+	0.5663	56.63%
Aromatase binding	+	0.6766	67.66%
PPAR gamma	+	0.6038	60.38%
Honey bee toxicity	-	0.6525	65.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	99.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.50%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.81%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.34%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.08%	97.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.64%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	91.30%	98.10%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.77%	95.58%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.88%	89.05%
CHEMBL220	P22303	Acetylcholinesterase	87.63%	94.45%
CHEMBL233	P35372	Mu opioid receptor	87.40%	97.93%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.17%	96.09%
CHEMBL3837	P07711	Cathepsin L	87.04%	96.61%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.50%	97.53%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.38%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.82%	92.62%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.44%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.89%	97.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.77%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.51%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.00%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.85%	91.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.52%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.39%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.36%	90.24%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.31%	99.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.97%	95.36%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.89%	92.86%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	81.73%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.26%	92.38%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.84%	99.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.74%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.55%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.42%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.35%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.07%	94.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.06%	99.18%

Plants that contains it

• Cedrela odorata

Cross-Links

• PubChem: 102068303
• LOTUS: LTS0059395
• wikiData: Q105222692