Dihydrobetulinic Acid
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Basic information
- CAS
25488-53-3- Standard SMILES
CC(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12- InChIKey
PZXJOHSZQAEJFE-FZFNOLFKSA-N- Molecular formula
- C30H50O3
- Average molar mass
- 458.7 g/mol
- Monoisotopic mass
- 458.37599545
Names & identifiers
- Preferred name
- Dihydrobetulinic Acid
- IUPAC
- (1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
- English name
- dihydrobetulinic acid
- Molecular formula
- C30H50O3
- Molecular weight
- 458.72
Names & synonyms
Dihydrobetulinic acid25488-53-3(3beta)-3-Hydroxylupan-28-oic acid(1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acidCHEBI:65485(1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta(a)chrysene-3a-carboxylic acidRefChem:13373320,29-dihydrobetulinic acidCHEMBL373-Hydroxylupan-28-oic acidSCHEMBL37818543beta-Hydroxylupan-28-oic acid
Show more names
Lupan-28-oic acid, 3-hydroxy-, (3β)-
DTXSID40948376PZXJOHSZQAEJFE-FZFNOLFKSA-NBDBM50050950AKOS0407515733-Hydroxylupan-28-oic acid, (3.beta.)Lupan-28-oic acid, 3-hydroxy-, (3beta)-Q27133928(1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Properties
Computed structural propertiesFilling in
- XLogP
- 8.3
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 817
Physicochemical properties
- Melting point
- 317 · 317-319 °C (decomp)
- Boiling point
- 547.5 · 547.5±23.0 °C(Predicted)
- Density
- 1.053 · 1.053±0.06 g/cm3(Predicted)
- pka
- 4.7 · 4.70±0.70(Predicted)
Chemistry & industry
Additional notes
DefinitionChEBI: A pentacyclic triterpenoid that is lupane having a 3beta-hydroxy and 28-carboxy substituents. Isolated from the leaves of Syzygium claviflorum, it exhibits anti-HIV and antileishmanial activity.
Related reactions
2 records
Compound notes
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