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Methyl betulinate

PubChem CID: 73493

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Compound Synonyms Betulinic acid methyl ester, METHYL BETULINATE, 2259-06-5, betulinic acid methylester, CHEMBL295602, methyl (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-carboxylate, NSC152532, betulinate, Methyl, (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-methyl 9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylate, Methyl 3-hydroxylup-20(29)-en-28-oate, MFCD00017379, 28-O-Methylbetulinic Acid, SCHEMBL2421615, Lup-20(29)-en-28-oic acid, 3-hydroxy-, methyl ester, (3.beta.)-, CHEBI:184030, HY-N6587, EINECS 218-857-6, BDBM50240501, AKOS027381477, FB66104, NSC 152532, CS-0034288, NS00049164, Methyl 3beta-Hydroxylup-20(29)-en-28-oate, (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR)-methyl 9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylate, (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carboxylic acid methyl ester, methyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropenyl-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-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 46.5
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC1C2CCC2C3CCCC3CCC21
Np Classifier Class Lupane triterpenoids
Deep Smiles COC=O)[C@]CC[C@H][C@@H]5[C@@H][C@]CC9))C)[C@]C)CC[C@@H][C@][C@H]6CC%10)))C)CC[C@@H]C6C)C))O))))))))))))C=C)C
Heavy Atom Count 34.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC2C(C1)CCC1C2CCC2C3CCCC3CCC21
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 876.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Uniprot Id Q8TDU6, Q96RI1, n.a., P10845, P00921
Iupac Name methyl (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-carboxylate
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT540
Xlogp 8.5
Gsk 4 400 Rule False
Molecular Formula C31H50O3
Scaffold Graph Node Bond Level C1CCC2C(C1)CCC1C2CCC2C3CCCC3CCC21
Prediction Swissadme 0.0
Inchi Key XNZIMRUZBOZIBC-JVRMVBBZSA-N
Silicos It Class Poorly soluble
Fcsp3 0.9032258064516128
Logs -6.012
Rotatable Bond Count 3.0
Logd 5.571
Synonyms me-betulinate, methyl betulinate
Esol Class Poorly soluble
Functional Groups C=C(C)C, CO, COC(C)=O
Compound Name Methyl betulinate
Prediction Hob Swissadme 0.0
Exact Mass 470.376
Formal Charge 0.0
Monoisotopic Mass 470.376
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 470.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -7.934475600000001
Inchi InChI=1S/C31H50O3/c1-19(2)20-11-16-31(26(33)34-8)18-17-29(6)21(25(20)31)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h20-25,32H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,28-,29+,30+,31-/m0/s1
Smiles CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C(=O)OC
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Abutilon Indicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Angylocalyx Oligophyllus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Baccaurea Ramiflora (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172360481
  • 4. Outgoing r'ship FOUND_IN to/from Callicarpa Arborea (Plant) Rel Props:Reference:ISBN:9788172360481
  • 5. Outgoing r'ship FOUND_IN to/from Dioscorea Tenuipes (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Diospyros Discolor (Plant) Rel Props:Source_db:npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Euptelea Polyandra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Hedera Rhombea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Hypericum Perforatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Morus Macroura (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Syzygium Samarangense (Plant) Rel Props:Reference:ISBN:9788185042053
  • 12. Outgoing r'ship FOUND_IN to/from Tricalysia Okelensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Vernicia Montana (Plant) Rel Props:Source_db:npass_chem_all