Basic information
- CAS
142628-53-3- Standard SMILES
C=C1CC[C@@H]2[C@H]([C@H]3[C@H]1CC[C@]3(C)[C@@H](CC(C)C)c1c(O)c(C=O)c(O)c(C=O)c1O)C2(C)C- InChIKey
IEWHEHWXBLPFER-HUCVFKCKSA-N- Molecular formula
- C28H38O5
- Average molar mass
- 454.6 g/mol
- Monoisotopic mass
- 454.27192431
Overview
Macrocarpal C is a sesquiterpenoid.
Names & identifiers
- Preferred name
- Macrocarpal C
- IUPAC
- 5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
- English name
- Macrocarpal C
- Molecular formula
- C28H38O5
- Molecular weight
- 454.6
Names & synonyms
Macrocarpal C142628-53-3DTXSID501621075-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde5-((1R)-1-((1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa(h)azulen-7-yl)-3-methylbutyl)-2,4,6-trihydroxybenzene-1,3-dicarbaldehydeRefChem:154972DTXCID70845985-((1R)-1-((11S)-3,3,11-trimethyl-7-methylenetricyclo(6.3.0.0(2,4))undec-11-yl)-3-methylbutyl)-2,4,6-trihydroxybenzene-1,3-dicarbaldehydeMacrocarpal C/GSCHEMBL136282CHEMBL466994CHEBI:175636
Show more names
1,3-Benzenedicarboxaldehyde,5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-decahydro-1,1,7-trimethyl-4-methylene-1H-cycloprop[e]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxy-
GLXC-16569HY-N3344AKOS032948488DA-75240FS-10349CS-00239462,4,6-Trihydroxy-5-{(1R)-3-methyl-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidenedecahydro-1H-cyclopropa[e]azulen-7-yl]butyl}benzene-1,3-dicarbaldehyde5-[(1R)-1-((11S)-3,3,11-trimethyl-7-methylenetricyclo[6.3.0.0<2,4>]undec-11-yl)-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
Properties
Computed structural properties
- XLogP
- 7.2
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 6
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 767
Physicochemical properties
- Boiling point
- 509.6 · 509.6±50.0 °C(Predicted)
- Density
- 1.2 · 1.20±0.1 g/cm3(Predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- powder
- pka
- 5.4 · 5.40±0.50(Predicted)
- color
- Yellow
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
DescriptionMacrocarpal C, isolated from the fresh leaves of Eucalyptus globulus Labill. (Lan An) and identified as its major antifungal component by bioassay-guided purification, the antifungal action of macrocarpal C was associated with increases of membrane permeability, intracellular ROS and DNA fragmentation.
UsesMacrocarpal C can be isolated from the 95 % ethanol extract of fresh leaves of E. globulus. Macrocarpal C inhibits the growth of T. mentagrophytes via an increase in the permeability of the fungal membrane. Macrocarpal C increases the production of intracellular ROS and induces apoptosis as a consequence of DNA fragmentation[1].
Suppliers28 total
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
Labnetwork lnc.+86-27-50766799 +86-18062016861 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
ALB Technology Limited702-983-3769 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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