Basic information
- CAS
1094250-15-3- Standard SMILES
CC(C)[C@@]12C[C@@H](OC(=O)CO)[C@@](C)(O1)[C@@H]1CC[C@@H](C)[C@H]1[C@@H]2OC(=O)/C=C/c1ccccc1- InChIKey
GACOFEKSDCOVMV-RRYXBOBMSA-N- Molecular formula
- C26H34O6
- Average molar mass
- 442.5 g/mol
- Monoisotopic mass
- 442.2355388
Overview
Englerin A is a guaiane sesquiterpenoid that is isolated from the bark of Phyllanthus engleri, a plant native to Tanzania and Zimbabwe. It acts as a potent and specific inhibitor of renal cancer cell growth. It has a role as a metabolite and an antineoplastic agent. It is a cinnamate ester, a guaiane sesquiterpenoid and a glycolate ester.
Names & identifiers
- Preferred name
- Englerin A
- IUPAC
- [(1S,2R,5R,6R,7S,8R,10R)-10-(2-hydroxyacetyl)oxy-1,5-dimethyl-8-propan-2-yl-11-oxatricyclo[6.2.1.02,6]undecan-7-yl] (E)-3-phenylprop-2-enoate
- English name
- Englerin A
- Molecular formula
- C26H34O6
- Molecular weight
- 442.55
Names & synonyms
Englerin ACHEBI:72441(1R,3aR,4S,5R,7R,8S,8aR)-5-(glycoloyloxy)-7-isopropyl-1,4-dimethyldecahydro-4,7-epoxyazulen-8-yl (2E)-3-phenylacrylate[(1S,2R,5R,6R,7S,8R,10R)-10-(2-hydroxyacetyl)oxy-1,5-dimethyl-8-propan-2-yl-11-oxatricyclo[6.2.1.02,6]undecan-7-yl] (E)-3-phenylprop-2-enoate((1S,2R,5R,6R,7S,8R,10R)-10-(2-hydroxyacetyl)oxy-1,5-dimethyl-8-propan-2-yl-11-oxatricyclo(6.2.1.02,6)undecan-7-yl) (E)-3-phenylprop-2-enoateRefChem:9209501094250-15-3(-)-englerin AEnglerin-A(1R,3aR,4S,5R,7R,8S,8aR)-5-(2-Hydroxyacetoxy)-7-isopropyl-1,4-dimethyldecahydro-4,7-epoxyazulen-8-yl cinnamateGTPL8372A1L55
Show more names
(?)-Englerin A(-)-Englerin A-RMEnglerin A high purity(1S,2R,5R,6R,7S,8R,10R)-10-(Glycoloyloxy)-8-isopropyl-1,5-dimethyl-11-oxatricyclo[6.2.1.02,6]undec-7-yl(2E)-3-phenylacrylate2-Propenoic acid, 3-phenyl-, (1R,3aR,4S,5R,7R,8S,8aR)-decahydro-5-[(2-hydroxyacetyl)oxy]-1,4-dimethyl-7-(1-methylethyl)-4,7-epoxyazulen-8-yl ester, (2E)-
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 82.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 741
Physicochemical properties
- Melting point
- 57 °C · 57 °C
- Boiling point
- 550.3 · 550.3±50.0 °C(Predicted)
- Density
- 1.2 · 1.20±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- pka
- 12.88 · 12.88±0.10(Predicted)
- form
- Solid
- color
- White to light yellow
- Major Application
- food and beverages
- InChIKey
- GACOFEKSDCOVMV-ACCUITESSA-N
- SMILES
- O1C2(C3C(C(C1(CC2OC(=O)CO)C(C)C)OC(=O)\C=C\c4ccccc4)C(CC3)C)C
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesEnglerin A is a selective inhibitor of renal cancer cell growth.
Upstream & downstream products
Downstream products
Suppliers16 total
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
Aladdin Scientific[email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
台州南峰药物研究所[email protected] 13127117265 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
碧语生物科技（上海）有限公司021-26018599
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…