Phyto4Health

Betulinic Acid

Representations & DB's id

ChEBI: CHEBI:3087
ChEMBL: CHEMBL269277
PubChem: 64971
IUPAC: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Standard InChI: InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
Standard InChI Key: QGJZLNKBHJESQX-FZFNOLFKSA-N
SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O

Molecular propeties

AlogP: 7.09
Hydrogen bonds acceptors: 2
Hydrogen bonds donors: 2
Rotatable bonds: 2
Number of rings: 5
Molecular Weight: 456.36
Topological polar surface area: 57.5
Number of aromatic rings: 0
Fsp3: 0.9
Number of carbons: 30

Plant sources

Part of plant Plant name Ref.
PlantPunica granatum
PlantMalva sylvestris
PlantNerium oleander
PlantNerium oleander
PlantOrthosiphon stamineus
PlantPolemonium caeruleum
PlantViola odorata
PlantCamellia sinensis
PlantBidens tripartita
PlantMalus sylvestris

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
IC5032000 nMZinc finger protein GLI1P08151
Others25000 nMLXR-alphaQ13133
Others25000 nMLXR-betaP55055
EC5050000 nMLXR-alphaQ13133
EC5050000 nMLXR-betaP55055
EC500 nMBile acid receptor FXRQ96RI1
Potency3162.3 nMDNA polymerase betaP06746
Potency920 nMGemininO75496
Potency6513.1 nMGemininO75496
Potency20596.2 nMGemininO75496
Potency3162.3 nMGlucagon-like peptide 1 receptorP43220
IC5011000 nMAldose reductaseP15121
IC502000 nMAldo-keto reductase family 1 member B10O60218
IC5055820 nMDipeptidyl peptidase IVP27487
Kd4500 nMSerum albuminP02768
Kd1300 nMSerum albuminP02768
Kd593 nMSerum albuminP02768
Others112.3 %Isocitrate dehydrogenase [NADP] cytoplasmicO75874
Others101.5 %Isocitrate dehydrogenase [NADP] cytoplasmicO75874