[3-Acetyloxy-5-hydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,16-trimethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate

Details

• Internal ID: 33a77181-946e-4634-a008-59ae75ae032a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3-acetyloxy-5-hydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,16-trimethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate
• InChI: InChI=1S/C44H70O16/c1-20(46)55-33-25(49)18-54-38(34(33)56-21(2)47)59-28-10-12-44-19-43(44)14-13-41(7)22(15-24(48)35(41)42(8)11-9-29(60-42)40(5,6)53)23(43)16-26(36(44)39(28,3)4)57-37-32(52)31(51)30(50)27(17-45)58-37/h22-38,45,48-53H,9-19H2,1-8H3
• InChI Key: HJSAOWSICXDSNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₆
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.46638614 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8812	88.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	0.8748	87.48%
OATP1B1 inhibitior	+	0.8084	80.84%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.6508	65.08%
P-glycoprotein inhibitior	+	0.7781	77.81%
P-glycoprotein substrate	+	0.5215	52.15%
CYP3A4 substrate	+	0.7501	75.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.7822	78.22%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.6791	67.91%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7289	72.89%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6276	62.76%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8603	86.03%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7582	75.82%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	-	0.5650	56.50%
Glucocorticoid receptor binding	+	0.7449	74.49%
Aromatase binding	+	0.6874	68.74%
PPAR gamma	+	0.7904	79.04%
Honey bee toxicity	-	0.6113	61.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9297	92.97%

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	98.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.28%	97.25%
CHEMBL204	P00734	Thrombin	95.92%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.00%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.42%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.29%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.86%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.39%	91.24%
CHEMBL1871	P10275	Androgen Receptor	90.25%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.87%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.46%	96.95%
CHEMBL259	P32245	Melanocortin receptor 4	89.45%	95.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.46%	82.50%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.48%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.41%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.20%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.97%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	83.07%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.06%	100.00%
CHEMBL5028	O14672	ADAM10	82.45%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.89%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.64%	95.71%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.57%	95.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.32%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.27%	97.28%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.69%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.28%	98.10%

Plants that contains it

• Astragalus sieversianus

Cross-Links

• PubChem: 163081030
• LOTUS: LTS0188234
• wikiData: Q105029406