Basic information
- CAS
40456-51-7- Standard SMILES
COc1ccc(C[C@H]2C(=O)OC[C@@H]2Cc2ccc3c(c2)OCO3)cc1OC- InChIKey
IYBDDRJHJMFFBB-JKSUJKDBSA-N- Molecular formula
- C21H22O6
- Average molar mass
- 370.4 g/mol
- Monoisotopic mass
- 370.14163842
Overview
(-)-bursehernin is a butan-4-olide that is ()-pluviatolide in which the phenolic hydroxy group has been converted to the corresponding methyl ether. It has a role as a plant metabolite. It is a butan-4-olide, a lignan, an aromatic ether and a member of benzodioxoles. It is functionally related to a (-)-pluviatolide.
Names & identifiers
- Preferred name
- Bursehernin
- IUPAC
- (3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one
- English name
- 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl )methyl)dihydro-, (3R-trans)-
- Molecular formula
- C21H22O6
- Molecular weight
- 370.4
Names & synonyms
Bursehernin40456-51-7(-)-bursehernin(3R-trans)-4-(1,3-Benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl)methyl)dihydro-2(3H)-furanone(-)-5'-desmethoxy-yateinCHEBI:90893(3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl)methyl)dihydro-, (3R-trans)-(3R,4R)-4-(2H-1,3-Benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one(3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl)methyl)oxolan-2-one(3R,4R)-4-(2H-1,3-Benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl)methyl)oxolan-2-one(3R-trans)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]dihydro-2(3H)-furanone
Show more names
(3R)-3α-(3,4-Dimethoxybenzyl)-4β-[3,4-(methylenedioxy)benzyl]dihydrofuran-2(3H)-one4,5-Dihydro-4β-[(1,3-benzodioxole-5-yl)methyl]-3α-(3,4-dimethoxybenzyl)furan-2(3H)-one(3R,4R)-3-(3,4-Dimethoxybenzyl)-4-(1,3-benzodioxole-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 63.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 511
Physicochemical properties
- Boiling point
- 543.6 · 543.6±45.0 °C(Predicted)
- Density
- 1.268 · 1.268±0.06 g/cm3(Predicted)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-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
- P280-P305+P351+P338
Chemistry & industry
Applications
UsesBursehernin (Methylpluviatolide) is an antitumor agent. Bursehernin induces Apoptosis and cell cycle arrest at G2/M phase. Bursehernin shows anti-proliferative activity[1][2].
Upstream & downstream products
Upstream raw materials
Suppliers8 total
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
上海莫奇生物科技有限公司13341702378 · [email protected]
北京谱析科技有限公司400-808-7372 13161114455 · [email protected]
Additional notes
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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