Basic information
- CAS
2880-49-1- Standard SMILES
CC1(C)O[C@@H]1COc1c2occc2cc2ccc(=O)oc12- InChIKey
CTJZWFCPUDPLME-LLVKDONJSA-N- Molecular formula
- C16H14O5
- Average molar mass
- 286.28 g/mol
- Monoisotopic mass
- 286.08412354
Overview
heraclenin has been reported in Halocnemum strobilaceum, Heracleum rapula, and other organisms with data available.
Names & identifiers
- Preferred name
- (+)-Heraclenin
- IUPAC
- 9-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one
- English name
- heraclenin
- Molecular formula
- C16H14O5
- Molecular weight
- 286.28
Names & synonyms
Heraclenin2880-49-1(+)-Heraclenin9-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-oneDTXSID40182990G71S84CX12NSC-922289-(((2R)-3,3-dimethyloxiran-2-yl)methoxy)furo(3,2-g)chromen-7-oneRefChem:905462DTXCID80105481(R)-9-((3,3-Dimethyloxiran-2-yl)methoxy)-7H-furo[3,2-g]chromen-7-one9-{[(2R)-3,3-dimethyloxiran-2-yl]methoxy}-7H-furo[3,2-g]chromen-7-one
Show more names
HERACLENIN (P)Heraclenin, 10 mM in DMSOPropylparahydroxybenzoatesodium9-[[3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one
C16H14O5MFCD017257107H-Furo[3,2-g][1]benzopyran-7-one, 9-[[(2R)-3,3-dimethyl-2-oxiranyl]methoxy]-PrengenineNSC92228UNII-G71S84CX12CCRIS 5727NSC 92228
Database identifiers
- CAS
2880-49-1- PubChem CID
- 458010
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 61.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 471
Physicochemical properties
- Melting point
- 111 ℃ · 111℃
- Boiling point
- 471.4 · 471.4±45.0 °C(Predicted)
- Density
- 1.32 · 1.320±0.06 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- color
- White to off-white
- LogP
- 1.68 · 1.680 (est)
- FDA UNII
- 71 S84CX12 · G71S84CX12
- 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
DescriptionHeraclenin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Heraclenin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Heraclenin can be found in carrot, lemon, and wild carrot, which makes heraclenin a potential biomarker for the consumption of these food products.
UsesHeraclenin inhibits T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Heraclenin also induces apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways.
Suppliers66 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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