[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-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] 3-methylbutanoate

Details

• Internal ID: 11b9b66b-b4aa-410c-a85b-b6cb8c1d61dd
• 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-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1CC(CC2C13C(CC4(C2(CCC5C4(CCC6C5(CCC(C6(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)OC3O)C)O)(C)C
• SMILES (Isomeric): CC(C)CC(=O)OC1CC(CC2C13C(CC4(C2(CCC5C4(CCC6C5(CCC(C6(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)OC3O)C)O)(C)C
• InChI: InChI=1S/C57H94O24/c1-24(2)16-35(62)77-34-19-51(3,4)17-31-56-15-11-30-53(7)13-12-33(52(5,6)29(53)10-14-54(30,8)55(56,9)18-32(61)57(31,34)50(71)81-56)78-48-44(80-47-43(70)40(67)37(64)26(20-58)74-47)39(66)28(23-73-48)76-49-45(41(68)38(65)27(21-59)75-49)79-46-42(69)36(63)25(60)22-72-46/h24-34,36-50,58-61,63-71H,10-23H2,1-9H3
• InChI Key: KHMRAQVBIYRQOZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₄O₂₄
• Molecular Weight: 1163.30 g/mol
• Exact Mass: 1162.61350386 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 13

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	-	0.8748	87.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7896	78.96%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8747	87.47%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.5618	56.18%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8708	87.08%
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	+	0.7166	71.66%
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	-	0.8990	89.90%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8118	81.18%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8898	88.98%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.7989	79.89%
Androgen receptor binding	+	0.7558	75.58%
Thyroid receptor binding	+	0.5841	58.41%
Glucocorticoid receptor binding	+	0.7592	75.92%
Aromatase binding	+	0.6395	63.95%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.5946	59.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.19%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.68%	91.24%
CHEMBL4302	P08183	P-glycoprotein 1	92.96%	92.98%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	92.48%	95.36%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.02%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.88%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	89.35%	98.10%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.34%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.93%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.69%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	87.58%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.74%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.63%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.62%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.07%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.94%	97.14%
CHEMBL1871	P10275	Androgen Receptor	84.66%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	84.37%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.36%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.03%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.76%	97.33%
CHEMBL5028	O14672	ADAM10	83.07%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.74%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.69%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.68%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.58%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.45%	97.28%
CHEMBL259	P32245	Melanocortin receptor 4	81.52%	95.38%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.24%	96.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.22%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.29%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.25%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.25%	95.50%

Plants that contains it

• Lysimachia capillipes

Cross-Links

• PubChem: 73239297
• LOTUS: LTS0015941
• wikiData: Q105141235