(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-16-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 22d3576c-b4b1-402f-83d0-1791d0e90a16
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-16-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C51H82O21/c1-22(2)14-23-15-49(7,72-42-36(60)32(56)25(54)18-63-42)41-24-8-9-30-47(5)12-11-31(46(3,4)29(47)10-13-48(30,6)50(24)20-51(41,71-23)65-21-50)68-45-40(70-43-37(61)34(58)28(17-53)67-43)39(26(55)19-64-45)69-44-38(62)35(59)33(57)27(16-52)66-44/h14,23-45,52-62H,8-13,15-21H2,1-7H3/t23-,24+,25-,26-,27+,28-,29-,30+,31-,32-,33+,34-,35-,36+,37+,38+,39-,40+,41-,42-,43-,44-,45-,47-,48+,49-,50-,51-/m0/s1
• InChI Key: JEVGMGGDVRCRKY-HSNOWEJWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₁
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.53485962 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7395	73.95%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8268	82.68%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7750	77.50%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	+	0.5156	51.56%
CYP3A4 substrate	+	0.7499	74.99%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7366	73.66%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8241	82.41%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8549	85.49%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.7789	77.89%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	+	0.7204	72.04%
Aromatase binding	+	0.6521	65.21%
PPAR gamma	+	0.7831	78.31%
Honey bee toxicity	-	0.5495	54.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9306	93.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	95.63%	95.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.04%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.68%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.96%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.18%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	89.49%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.79%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.79%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.44%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.91%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	85.44%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.28%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.07%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	83.95%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.74%	92.94%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.22%	97.53%
CHEMBL221	P23219	Cyclooxygenase-1	83.18%	90.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.97%	97.47%
CHEMBL3589	P55263	Adenosine kinase	82.96%	98.05%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.86%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.47%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.39%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.26%	95.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.16%	97.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.08%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.80%	94.75%

Plants that contains it

• Bacopa monnieri

Cross-Links

• PubChem: 162880756
• LOTUS: LTS0120906
• wikiData: Q105126441