Completing data — usually done within a minute
Basic information
- Standard SMILES
COc1c2ccoc2cc2oc(=O)ccc12- InChIKey
BGEBZHIAGXMEMV-UHFFFAOYSA-N- Molecular formula
- C12H8O4
- Average molar mass
- 216.192 g/mol
- Monoisotopic mass
- 216.04225874
Names & identifiers
- Preferred name
- 5-Methoxypsoralen
- IUPAC
- 4-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one
- English name
- Bergapten
- Molecular formula
- C12H8O4
- Molecular weight
- 216.19
Names & synonyms
Database identifiers
- CAS
484-20-8- PubChem CID
- 2355
- DTXSID
DTXSID1025560- ChEMBL
CHEMBL24171- ChEBI
CHEBI:18293- UNII
- 4FVK84C92X
- EC Number
- 207-604-5
- Nikkaji
- J12.563F
Properties
Physicochemical properties
- Melting point
- 190 · 190-193 °C(lit.)
- Boiling point
- 276.6 °C · 276.6°C (rough estimate)
- Density
- 1.1344 · 1.1344 (rough estimate)
- refractive index
- 1.427 · 1.4270 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Pale Yellow
- Merck
- 14 · 14,1157
- BRN
- 19560 · 19560
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents. May be light sensitive.
- InChI
- 1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3
- InChIKey
- BGEBZHIAGXMEMV-UHFFFAOYSA-N
- SMILES
- COc1c2C=CC(=O)Oc2cc3occc13
- LogP
- 2.035 · 2.035 (est)
- CAS DataBase Reference
- 484 · 484-20-8(CAS DataBase Reference)
- FDA UNII
- 4 FVK84C92X · 4FVK84C92X
- NIST Chemistry Reference
- 7 H-furo[3,2-g][1]benzopyran-7-one, · 7H-furo[3,2-g][1]benzopyran-7-one, 4-methoxy-(484-20-8)
- IARC
- 2 A · 2A (Vol. 40, Sup 7) 1987
- ATC code
- 5 BA03 · D05BA03
- EPA Substance Registry System
- 5 · 5-Methoxypsoralen (484-20-8)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 317 · H317-H341-H351
- Precautionary statements
- 202 · P202-P261-P272-P280-P302+P352-P308+P313
- PPE
- 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- Xi,T
- Risk Statements
- 43 · 43-45
- Safety Statements
- 36 · 36/37-45-53
- WGK Germany
- 2 · 2
- RTECS
- 1300000 · LV1300000
- F
- 8 · 8-10
- HS Code
- 29322090 · 29322090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Muta · Carc. 2Muta. 2Skin Sens. 1
- Hazardous Substances Data
- 484 · 484-20-8(Hazardous Substances Data)
Safety & regulation
Safety data
- F
- 8-10
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 2
- rtecs
- LV1300000
- hs_code
- 29322090
- risk_code
- 43-45
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xi,T
- safety_code
- 36/37-45-53
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H341-H351
- Hazard Classifications
- Carc. 2Muta. 2Skin Sens. 1
- Precautionary statements
- P202-P261-P272-P280-P302+P352-P308+P313
- Hazardous Substances Data
- 484-20-8(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionBergapten exists in roots, stems, and leaves of a variety of Rutaceae, Umbelliferae, and leguminous plants such as ephedra, fennel, and vetch.
HistoryIt was first isolated from a plant called Ammi majus L in 1947. It was first synthesized by JEAN and JACQUES in 1982. The efficacy of psoralen in the treatment of psoriasis and other skin diseases has been studied in modern medicine, and more and more studies have proven that the extracts and derivatives of psoralen have significant effect on the treatment of various skin diseases. Bergapten used in the treatment of PUVA (psoralen plus ultraviolet) and treatment of vitiligo has more than 20years of history. 8-Methoxypsoralen in the treatment of psoriasis frequently has a problem of phototoxicity and drug intolerance. Therefore, researchers have studied 5-MOP (5-methoxypsoralen) on this basis. The results showed that the 5-methoxypsoralen has a close effect and fewer side effects of the treatment companies with the 8-methoxypsoralen with a double dose.
UsesHas been used to promote tanning in suntan preparations.
Usesantipsoriatic, antiinflammatory
UsesNaturally occurring analog of Psoralen ( P839800) and metabolite of 8-Methoxy Psoralen (M260795). Antipsoriatic.
UsesA psoralen phytotoxic citrus essential oil found in bergamont
UsesNaturally occurring analog of psoralen and isomer of methoxsalen. Found in a wide variety of plants. Antipsoriatic
General DescriptionGrayish-white microcrystalline powder or yellow fluffy solid.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: A 5-methoxyfurocoumarin that is psoralen substituted by a methoxy group at position 5.
Related reactions
Linked notes
Loading…