[10-[5-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] acetate

Details

• Internal ID: 67d949d0-4a4e-4a25-b331-9a53d44d6342
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [10-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(CC2C13COC24CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C
• SMILES (Isomeric): CC(=O)OC1CC(CC2C13COC24CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C
• InChI: InChI=1S/C54H88O23/c1-23(57)71-33-17-48(2,3)15-30-53(33)22-70-54(30)14-10-29-50(6)12-11-32(49(4,5)28(50)9-13-51(29,7)52(54,8)16-31(53)59)75-46-42(77-45-41(67)38(64)35(61)25(18-55)72-45)37(63)27(21-69-46)74-47-43(39(65)36(62)26(19-56)73-47)76-44-40(66)34(60)24(58)20-68-44/h24-47,55-56,58-67H,9-22H2,1-8H3
• InChI Key: LONLQIRUVQIZDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₃
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.57163905 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.53
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7756	77.56%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8654	86.54%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7437	74.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.7046	70.46%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7905	79.05%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.9084	90.84%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6565	65.65%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.8067	80.67%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	+	0.6400	64.00%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.5969	59.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8764	87.64%

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	97.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.86%	91.24%
CHEMBL2581	P07339	Cathepsin D	90.99%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.93%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.06%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.84%	94.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.29%	95.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.70%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.89%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.69%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.21%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.13%	96.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.90%	97.36%
CHEMBL237	P41145	Kappa opioid receptor	85.90%	98.10%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.42%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	85.28%	91.19%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.05%	100.00%
CHEMBL5028	O14672	ADAM10	83.93%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.35%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.24%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.84%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	81.82%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.57%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.51%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.30%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.73%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.64%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162996685
• LOTUS: LTS0140608
• wikiData: Q105154823