Methyl acetyl betulinate

Details

• Internal ID: 128cb9c0-9377-41ab-a52b-bd9ebac85ecf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C(=O)OC
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)C)C)C(=O)OC
• InChI: InChI=1S/C33H52O4/c1-20(2)22-12-17-33(28(35)36-9)19-18-31(7)23(27(22)33)10-11-25-30(6)15-14-26(37-21(3)34)29(4,5)24(30)13-16-32(25,31)8/h22-27H,1,10-19H2,2-9H3/t22-,23+,24-,25+,26-,27+,30-,31+,32+,33-/m0/s1
• InChI Key: FBSVHROTXUJUHS-ODLWIBRJSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₄
• Molecular Weight: 512.80 g/mol
• Exact Mass: 512.38656014 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 9.10

Synonyms

• 4356-30-3
• Methyl acetylbetulate
• Methyl (3-O-acetyl)betulinate
• Lup-20(29)-en-28-oic acid, 3-(acetyloxy)-, methyl ester, (3beta)-
• Methyl 3-(acetyloxy)lup-20(29)-en-28-oate (3beta)-
• C33H52O4
• C33-H52-O4
• Acetyl methyl betulinate
• methyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• CHEMBL508907
• SCHEMBL3784133
• DTXSID40963044
• AKOS040753025
• Methyl 3-(acetyloxy)lup-20(29)-en-28-oate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.31%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.11%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.89%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.56%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.27%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.17%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.84%	96.38%
CHEMBL233	P35372	Mu opioid receptor	85.32%	97.93%
CHEMBL2581	P07339	Cathepsin D	85.04%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.56%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.21%	94.33%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.76%	98.99%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.49%	93.03%
CHEMBL204	P00734	Thrombin	83.33%	96.01%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.24%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.68%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.63%	92.62%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.19%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.13%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.31%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.10%	96.77%

Plants that contains it

• Betula lenta
• Cyclamen hederifolium
• Eucalyptus globulus

Cross-Links

• PubChem: 6451984
• NPASS: NPC98270
• ChEMBL: CHEMBL508907
• LOTUS: LTS0193572
• wikiData: Q82944851