Lupeol trans-cinnamate

Details

• Internal ID: 455e3cd2-3c59-4d5b-afcd-792a3c84e4b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC=CC=C6)C)C
• 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/C6=CC=CC=C6)C)C
• InChI: InChI=1S/C39H56O2/c1-26(2)28-18-21-36(5)24-25-38(7)29(34(28)36)15-16-31-37(6)22-20-32(35(3,4)30(37)19-23-39(31,38)8)41-33(40)17-14-27-12-10-9-11-13-27/h9-14,17,28-32,34H,1,15-16,18-25H2,2-8H3/b17-14+/t28-,29+,30-,31+,32-,34+,36+,37-,38+,39+/m0/s1
• InChI Key: HHCSYPMWJQHCMZ-HWCKACSDSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₆O₂
• Molecular Weight: 556.90 g/mol
• Exact Mass: 556.42803102 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 12.50

Synonyms

• 66609-69-6
• Lup-20(29)-en-3-ol, (2E)-3-phenyl-2-propenoate, (3beta)-
• lupenyl cinnamate
• NSC712806
• SCHEMBL6444488
• AKOS040752752
• NSC-712806
• [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-phenylprop-2-enoate

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
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.35%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	91.11%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.55%	94.62%
CHEMBL5028	O14672	ADAM10	88.47%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.41%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.66%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.44%	89.44%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.86%	94.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.65%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.56%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.43%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.58%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.21%	94.75%

Plants that contains it

• Acacia dealbata
• Cnidoscolus elasticus
• Cnidoscolus vitifolius
• Himatanthus sucuuba

Cross-Links

• PubChem: 5471662
• LOTUS: LTS0027224
• wikiData: Q105028168