Methyl Ursolate

Details

• Internal ID: 5487bbc1-20d4-41b6-addb-b01618cec595
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)OC
• InChI: InChI=1S/C31H50O3/c1-19-11-16-31(26(33)34-8)18-17-29(6)21(25(31)20(19)2)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h9,19-20,22-25,32H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,28+,29-,30-,31+/m1/s1
• InChI Key: YCBSMEKEDOHEQI-QHQGJMPNSA-N
• Popularity: 38 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₃
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.37599545 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.70

Synonyms

• Ursolic acid methyl ester
• 915-32-2
• 32208-45-0
• methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• Ursolic acid methylester
• Ursolic acid, methyl ester
• CHEMBL260673
• MEGxp0_001727
• SCHEMBL3917132
• DTXSID60348374
• BDBM50058810
• MFCD00017383
• AKOS016036340
• URSOLIC ACID METHYLESTER with HPLC
• (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,14bS)-10-Hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.20%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.89%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.47%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.79%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.94%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.21%	93.03%
CHEMBL5028	O14672	ADAM10	82.92%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.22%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%

Plants that contains it

• Acacia acuminata
• Agave utahensis
• Artemisia bigelovii
• Asphodeline tenuior
• Blainvillea dichotoma
• Bothriocline longipes
• Centaurea cadmea
• Combretum indicum
• Crepidiastrum chelidoniifolium
• Cunila lythrifolia
• Cyathocline purpurea
• Epimedium pubescens
• Eriobotrya japonica
• Eucalyptus globulus
• Eucalyptus perriniana
• Euphorbia ampliphylla
• Frasera caroliniensis
• Glycyrrhiza squamulosa
• Glycyrrhiza triphylla
• Hedyotis lawsoniae
• Iris hoogiana
• Isodon japonicus
• Mallotus repandus
• Metzgeria pubescens
• Mnium hornum
• Nerium oleander
• Plantago alpina
• Prunella vulgaris
• Pseudoscleropodium purum
• Pulicaria wightiana
• Rosa transmorrisonensis
• Salvia glutinosa
• Salvia regla
• Senecio madagascariensis
• Senecio scandens
• Sorbus domestica
• Tanacetum parthenium
• Teucrium chamaedrys subsp. nuchense
• Thermopsis lanceolata
• Uncaria macrophylla
• Uncaria rhynchophylla
• Uncaria sinensis
• Valeriana hardwickii
• Yucca gloriosa var. tristis

Cross-Links

• PubChem: 636516
• NPASS: NPC40552
• ChEMBL: CHEMBL260673
• LOTUS: LTS0086911
• wikiData: Q82123127