Compound: Lupeol
SMILES: O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@]4([C@@H]([C@@H]5[C@@](CC[C@H]5C(=C)C)(C)CC4)CC3)C)(C)CC2)(C)CC1)(C)C
InChIKey: MQYXUWHLBZFQQO-QGTGJCAVSA-N
Synonyms: Lupeol, 545-47-1, Fagarasterol, Clerodol, Monogynol B, Fagarsterol, Lupenol, Triterpene lupeol, farganasterol, beta-Viscol, Lup-20(29)-en-3beta-ol, Lup-20(29)-en-3-ol, (3-beta)-, O268W13H3O, NSC-90487, (3-beta)-Lup-20(29)-en-3-ol, CHEBI:6570, Lup-20(29)-en-3-beta-ol, DTXSID901025006, (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-ol, (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-ol, RefChem:41970, DTXCID901509232, 208-889-9, Lup-20(29)-en-3-ol, (3b)-, .beta.-Viscol, Lup-20(29)-en-3b-ol, MFCD00017351, NSC90487, NSC 90487, Lup-20(29)-en-3-ol, (3.beta.)-, Lup-20(29)-en-3.beta.-ol, (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol, 20(29)-Lupen-3beta-ol, UNII-O268W13H3O, HSDB 7687, Lupeol (Standard), EINECS 208-889-9, (+)-Lupeol, Lup-20(29)-en-3-ol, (3beta)-, LUPEOL [HSDB], LUPEOL [MI], Lupeol, >=94%, Lupeol, analytical standard, SCHEMBL148518, CHEMBL289191, LUPEOL, (+)-, orb1304879, orb3140911, SCHEMBL3719258, HY-N0790R, 3beta-lup-20(29)-en-3-ol, HY-N0790, MSK40145, (3beta)-lup-20(29)-en-3-ol, BDBM50377927, s3614, AKOS016008524, CCG-268968, CS-7563, DB12622, DS-3391, EBC-221024, FL16230, LMPR0106130001, NCGC00168853-06, NCGC00168853-07, NCI60_042005, 3.BETA.-HYDROXYLUP-20(29)-ENE, LUP-20(29)-EN-3-.BETA.-OL, L0321, NS00043298, C08628, (3-.BETA.)-LUP-20(29)-EN-3-OL, Q409366, LUP-20(29)-EN-3-OL, (3-.BETA.)-, Clerodol; Fagarasterol; Lupenol; Monogynol B; NSC 90487; |A-Viscol
Theoretical properties:
molecular_formula: C30H50O
molecular_weight: 426.7 g/mol
exact_mass: 426.386166214 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 31
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Needles from alcohol, acetone
color: Needles from alcohol, acetone
density: 0.9457 g/cu cm at 218 °C
solubility: Very soluble in ethanol, acetone, chloroform
Descriptions:
pubchem: Lupeol is a pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. It has a role as an anti-inflammatory drug and a plant metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of a lupane.
chebi: A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3β position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables.
chembl: LUPEOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Lupeol is a pharmacologically active pentacyclic triterpenoid.  It has several potential medicinal properties, like anticancer and anti-inflammatory activity.