CNP0208411.0

60657-41-2

Created on · Last update on

NPLikeness
NP Likeness Score: The likelihood of the compound to be a natural product, ranges from -5 (less likely) to 5 (very likely).
3.33
Annotation Level
★ ★ ★ ★ ★
Mol. Weight
568.37639
Mol. Formula
C35H52O6

Organisms (1)

Geolocations

  • Australia

Representations

Molecular details

COCONUT id
CNP0208411.0
Name
60657-41-2
IUPAC name
20-hydroxy-8,8,14,15,19,19-hexamethyl-10-(3-methylbut-2-enoyloxy)-21-oxahexacyclo[18.2.2.0^{1,18}.0^{2,15}.0^{5,14}.0^{6,11}]tetracos-4-ene-11-carboxylic acid
InChI
InChI=1S/C35H52O6/c1-21(2)17-27(36)41-26-19-29(3,4)18-23-22-9-10-25-32(8,31(22,7)13-15-34(23,26)28(37)38)12-11-24-30(5,6)35(39)16-14-33(24,25)20-40-35/h9,17,23-26,39H,10-16,18-20H2,1-8H3,(H,37,38)
InChIKey
HGMVESCHSMFWDD-UHFFFAOYSA-N
Canonical SMILES (RDKit)
CC(C)=CC(=O)OC1CC(C)(C)CC2C3=CCC4C56CCC(O)(OC5)C(C)(C)C6CCC4(C)C3(C)CCC12C(=O)O
Murcko Framework
O1CC23CCC1CC3CCC4C5C(=CCC42)C6CCCCC6CC5
Synonyms
  • NSC664160
  • Olean-12-en-28-oic acid, 3,25-epoxy-3-hydroxy-22-[(3-methyl-1-oxo-2-butenyl)oxy]-
  • 3beta,25-Epoxy-3-hydroxy-22beta-[(3-methyl-1-oxo-2-butenyl)oxy]oleana-12-ene-28-oic acid
  • 20-hydroxy-8,8,14,15,19,19-hexamethyl-10-(3-methylbut-2-enoyloxy)-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
  • hydroxy-hexamethyl-(3-methylbut-2-enoyloxy)[?]carboxylic acid
  • lantanilic acid

Chemical classification

NP Classification

References

Citations

Two new triterpenoids from the leaves and stems of <i>Lantana camara</i>.

Ono M, Hashimoto A, Miyajima M, Sakata A, Furusawa C, Shimode M, Tsutsumi S, Yasuda S, Okawa M, Kinjo J, Yoshimitsu H, Nohara T.

DOI: 10.1080/14786419.2020.1736063

Lens.org

Oleanane triterpenes with protein tyrosine phosphatase 1B inhibitory activity from aerial parts of Lantana camara collected in Indonesia and Japan.

Abdjul DB, Yamazaki H, Maarisit W, Rotinsulu H, Wewengkang DS, Sumilat DA, Kapojos MM, Losung F, Ukai K, Namikoshi M.

DOI: 10.1016/j.phytochem.2017.08.020

Lens.org

A bioactive triterpene from Lantana camara

Juanita T. Barre, Bruce F. Bowden, John C. Coll, Joanna De Jesus, Victoria E. De La Fuente, Gerardo C. Janairo, Consolacion Y. Ragasa

DOI: 10.1016/s0031-9422(96)00805-9

Lens.org

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Stereochemical Variants

Molecular Properties

  • Mol. Formula : C35H52O6
  • Mol. Weight 568.37639
  • Total atom number : 93
  • Heavy atom number : 41
  • Aromatic Ring Count : 0
  • Rotatable Bond count : 3
  • Minimal number of rings : 7
  • Formal Charge : 93
  • Contains Sugar : False
  • Contains Ring Sugars : False
  • Contains Linear Sugars : False

Molecular Descriptors

  • NP-likeness scores : 3.33
  • Alogp : 7.06
  • TopoPSA : 93.06
  • Fsp3 : 0.83
  • Hydrogen Bond Acceptor Count : 5
  • Hydrogen Bond Donor Count : 2
  • Lipinski Hydrogen Bond Acceptor Count : 5
  • Lipinski Hydrogen Bond Donor Count : 2
  • Lipinski RO5 Violations : 2
2D
60657-41-2
3D Structure (by RDKit) Interactive JSmol molecular viewer 3D
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