Compound: Ursolic acid
SMILES: O=C(O)[C@]12[C@H](C3=CC[C@@H]4[C@@]5([C@H](C([C@@H](O)CC5)(C)C)CC[C@]4([C@]3(C)CC1)C)C)[C@H]([C@H](C)CC2)C
InChIKey: WCGUUGGRBIKTOS-GPOJBZKASA-N
Synonyms: Ursolic acid, Prunol, Malol, Urson, 77-52-1, Micromerol, (+)-Ursolic acid, NSC-4060, NSC-167406, CHEBI:9908, P3M2575F3F, (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-carboxylic acid, Urs-12-en-28-oic acid, 3beta-hydroxy-, DTXSID70883221, Oleanolate, Sodium, 3 Epiursolic Acid, 3beta-ursolic acid, 3alpha-ursolic acid, 3beta Ursolic Acid, 3alpha Ursolic Acid, 3 Epi Ursolic Acid, RefChem:6341, (3 beta)-3-hydroxyurs-12-en-28-oic acid, ursolic acid monosodium salt, DTXCID201022770, 201-034-0, 3beta-Hydroxyurs-12-en-28-oic acid, (3beta)-3-Hydroxyurs-12-en-28-oic acid, ursolic-acid, MFCD00009621, CHEMBL169, NSC4060, 3beta-Hydroxy-12-ursen-28-ic acid, .beta.-Ursolic acid, NSC 4060, NSC 167406, Bungeolic acid, Ursolicacid, Prunol;Urson;Malol, Uosolic acid, SMR000445681, CCRIS 7123, SR-01000779684, EINECS 201-034-0, Urs-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-, TNP00103, UNII-P3M2575F3F, AI3-03109, HSDB 7685, Ursolic acid CRS, 6Q5, Ursolic acid - 90%, Ursolic acid - 98%, 3B-HYDROXYURS-12-EN-28-OIC ACID, Ursolic acid (Standard), Prestwick3_000089, Ursolic acid, >=90%, URSOLIC ACID [MI], URSOLIC ACID [HSDB], SCHEMBL70205, BSPBio_000018, MLS000728569, MLS002154196, MLS002207073, URSOLIC ACID [USP-RS], URSOLIC ACID [WHO-DD], BPBio1_000020, HY-N0140R, Ursolic acid, analytical standard, 3beta-Hydroxyurs-12-en-28-oate, HMS2095A20, HMS2231P19, 3beta-hydroxy-Urs-12-en-28-oate, HY-N0140, urs-12-en-3beta-ol-28-oic-acid, 3-b-Hydroxy-12-ursen-28-ic acid, BDBM50148911, EBC-11060, MSK001599, 3beta-Hydroxy-12-ursen-28-oic Acid, AKOS005228010, AKOS016023773, 3.beta.-hydroxy-Urs-12-en-28-oate, CCG-208282, CS-3799, DB15588, FU06091, FU76726, LMPR0106180007, (3beta)-3-Hydroxyurs-12-en-28-oate, 3beta-hydroxy-Urs-12-en-28-oic acid, NCGC00017223-06, (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid, (3beta)-3-hydroxy-Urs-12-en-28-oate, AS-35119, ST056289, SY036316, 3.beta.-hydroxy-Urs-12-en-28-oic acid, (3beta)-3-hydroxy-Urs-12-en-28-oic acid, AB00513802, NS00006443, U0065, C08988, Q416260, SR-01000779684-4, SR-01000779684-5, (3.BETA.)-3-HYDROXYURS-12-EN-28-OIC ACID, BRD-K68185022-001-02-3, BRD-K68185022-001-12-2, BRD-K68185022-001-14-8, Ursolic acid, primary pharmaceutical reference standard, AF479D19-631E-48F1-8ABA-FB2A806046FA, URSOLIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC], (3beta,5beta,18alpha,20beta)-3-hydroxyurs-12-en-28-oic acid, Ursolic acid, European Pharmacopoeia (EP) Reference Standard, Ursolic acidMalol; Urson; 3beta-Hydroxyurs-12-en-28-oic acid, Ursolic acid, United States Pharmacopeia (USP) Reference Standard, (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-carboxylicacid, (2S,5S,9S,10S,18S,1R,8R,14R,15R,20R)-18-hydroxy-1,2,8,9,15,19,19-heptamethylpe ntacyclo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-5-carboxylic acid
Theoretical properties:
molecular_formula: C30H48O3
molecular_weight: 456.7 g/mol
exact_mass: 456.36034539 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 33
topological_polar_surface_area: 57.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Platelets from alcohol
color: Platelets from alcohol
melting_point: 284 °C
solubility: One part dissolves in 88 parts methanol, 178 alcohol, (35 boiling alcohol), 140 ether, 388 chloroform, 1675 carbon disulfide. Moderately soluble in acetone. Soluble in hot glacial acetic acid and in 2% alcoholic NaOH. Insoluble in petroleum ether.
Descriptions:
pubchem: Ursolic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a geroprotector and a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an ursolate. It derives from a hydride of an ursane.
chebi: A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a β-hydroxy group at position 3.
chembl: URSOLIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Ursolic acid (sometimes referred to as  urson, prunol,  malol, or 3β-hydroxyurs-12-en-28-oic acid), is a pentacyclic triterpenoid identified in the epicuticular waxes of apples as early as 1920 and widely found in the peels of fruits, as well as in herbs and spices like rosemary and thyme. Betulinic and oleanic acids are both constitutional isomers of ursolic acid.