Asprellic acid A

Details

• Internal ID: 8d958bf7-5e18-41c4-8ebc-e70762b0e022
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6a-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C)C2C1)COC(=O)C=CC7=CC=C(C=C7)O)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)COC(=O)/C=C/C6=CC=C(C=C6)O)C)(C)C)OC(=O)/C=C/C7=CC=C(C=C7)O
• InChI: InChI=1S/C48H60O8/c1-43(2)25-26-47(42(53)54)27-28-48(30-55-40(51)19-11-31-7-13-33(49)14-8-31)35(36(47)29-43)17-18-38-45(5)23-22-39(44(3,4)37(45)21-24-46(38,48)6)56-41(52)20-12-32-9-15-34(50)16-10-32/h7-17,19-20,36-39,49-50H,18,21-30H2,1-6H3,(H,53,54)/b19-11+,20-12+/t36-,37-,38+,39-,45-,46+,47-,48-/m0/s1
• InChI Key: YBOIBOWMTWFCEG-MVYRAAOISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₀O₈
• Molecular Weight: 765.00 g/mol
• Exact Mass: 764.42881887 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 10.70

Synonyms

• 152509-92-7
• 3,27-di-O-trans-p-coumaroyl-3beta,27-dihydroxy-olean-12-en-28-oic acid
• Asprellic acid B
• (4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6a-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• 3,27-Di-O-p-coumaroyloxyolean-12-en-28-oic acid
• CHEMBL4071791
• CHEBI:65455
• DTXSID701124820
• LMPR0104010037
• Q27133898
• (3beta)-3,27-bis{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}olean-12-en-28-oic acid
• (3beta)-3,27-Bis[[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]olean-12-en-28-oic acid
• Olean-12-en-28-oic acid, 3,27-bis((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (3beta(E),27(E))-

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
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.53%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.83%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	90.04%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	87.64%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.61%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.52%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	82.91%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.43%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%

Plants that contains it

• Ilex asprella

Cross-Links

• PubChem: 6444290
• LOTUS: LTS0123430
• wikiData: Q27133898