angelicin (CAS 523-50-2) — formula C11H6O3, molecular weight 186.16.
| CAS Number | 523-50-2 |
|---|---|
| Molecular Formula | C11H6O3 |
| Molecular Weight | 186.16 |
| Melting Point | 140 °C |
| Boiling Point | 360.00 to 362.00 °C. @ 760.00 mm Hg |
| LogP | log Kow = 2.08 |
| Applications | Uses: Found in many plants traditionally used as herbal remedies, Highly fluorescent, [HSDB] Present in plants of the Umbelliferae family, Clinically tested in combination with ultraviolet A radiation for the treatment of psoriasis, [IARC], MEDICATION, Angelicin is used as tranquilliser, sedative, or anticonvulsant. (L579), Methods of Manufacturing: We have developed two practical one-step syntheses of 2, 3-dihydro-3-hydroxy-2-hydroxyalkylbenzofurans from readily available optically pure alpha, beta-epoxy aldehydes. Electron-deficient resorcinols react with epoxy aldehydes using either Cs2CO3 in DMF or KOH, CaCl2 in MeOH to give adducts 13, 16, 18, 20, 21, and brosimacutin G (6t). Grignard reagents prepared by low-temperature halogen-metal exchange of acetoxy iodocoumarins 35d and 40 and acetoxy bromonaphthalene 41 add to epoxy aldehyde (S)-26 to complete the first syntheses of vaginidiol (7c), vaginol (7t), smyrindiol (8c), xanthoarnol (8t), and avicenol A (9t). Acid-catalyzed fragmentation of vaginidiol or vaginol provides angelicin, while that of smyrindiol or xanthoarnol affords psoralen. In both cases, the trans isomers fragment only twice as fast as the cis isomers, possibly through the intermediacy of a common benzylic cation. This may have implications for the biosynthesis of angelicin and psoralen., General Manufacturing Information: Psoralens are natural furocoumarins well-known for their photosensitizing potential. Porphyrins, including hematoporphyrin derivatives (HPD), are also potent photosensitizers. ... Psoralens ... have an action spectrum in the UV-A range., Psoralens |
Documented applications: Uses: Found in many plants traditionally used as herbal remedies, Highly fluorescent, [HSDB] Present in plants of the Umbelliferae family, Clinically tested in combination with ultraviolet A radiation for the treatment of psoriasis, [IARC], MEDICATION, Angelicin is used as tranquilliser, sedative, or anticonvulsant. (L579), Methods of Manufacturing: We have developed two practical one-step syntheses of 2, 3-dihydro-3-hydroxy-2-hydroxyalkylbenzofurans from readily available optically pure alpha, beta-epoxy aldehydes. Electron-deficient resorcinols react with epoxy aldehydes using either Cs2CO3 in DMF or KOH, CaCl2 in MeOH to give adducts 13, 16, 18, 20, 21, and brosimacutin G (6t). Grignard reagents prepared by low-temperature halogen-metal exchange of acetoxy iodocoumarins 35d and 40 and acetoxy bromonaphthalene 41 add to epoxy aldehyde (S)-26 to complete the first syntheses of vaginidiol (7c), vaginol (7t), smyrindiol (8c), xanthoarnol (8t), and avicenol A (9t). Acid-catalyzed fragmentation of vaginidiol or vaginol provides angelicin, while that of smyrindiol or xanthoarnol affords psoralen. In both cases, the trans isomers fragment only twice as fast as the cis isomers, possibly through the intermediacy of a common benzylic cation. This may have implications for the biosynthesis of angelicin and psoralen., General Manufacturing Information: Psoralens are natural furocoumarins well-known for their photosensitizing potential. Porphyrins, including hematoporphyrin derivatives (HPD), are also potent photosensitizers. ... Psoralens ... have an action spectrum in the UV-A range., Psoralens.
angelicin is a chemical compound with CAS registry number 523-50-2 and molecular formula C11H6O3 (molecular weight 186.16).
CAS number: 523-50-2
Its molecular formula C11H6O3 comprises 11 C, 6 H, 3 O atoms.
Also known as: angelicin · 当归素 · isopsoralen
The CAS registry number of angelicin is 523-50-2.
Molecular formula C11H6O3, molecular weight 186.16.
It is also registered under: angelicin, 当归素, isopsoralen.
Recorded applications: Uses: Found in many plants traditionally used as herbal remedies, Highly fluorescent, [HSDB] Present in plants of the Umbelliferae family, Clinically tested in combination with ultraviolet A radiation for the treatment of psoriasis, [IARC], MEDICATION, Angelicin is used as tranquilliser, sedative, or anticonvulsant. (L579), Methods of Manufacturing: We have developed two practical one-step syntheses of 2, 3-dihydro-3-hydroxy-2-hydroxyalkylbenzofurans from readily available optically pure alpha, beta-epoxy aldehydes. Electron-deficient resorcinols react with epoxy aldehydes using either Cs2CO3 in DMF or KOH, CaCl2 in MeOH to give adducts 13, 16, 18, 20, 21, and brosimacutin G (6t). Grignard reagents prepared by low-temperature halogen-metal exchange of acetoxy iodocoumarins 35d and 40 and acetoxy bromonaphthalene 41 add to epoxy aldehyde (S)-26 to complete the first syntheses of vaginidiol (7c), vaginol (7t), smyrindiol (8c), xanthoarnol (8t), and avicenol A (9t). Acid-catalyzed fragmentation of vaginidiol or vaginol provides angelicin, while that of smyrindiol or xanthoarnol affords psoralen. In both cases, the trans isomers fragment only twice as fast as the cis isomers, possibly through the intermediacy of a common benzylic cation. This may have implications for the biosynthesis of angelicin and psoralen., General Manufacturing Information: Psoralens are natural furocoumarins well-known for their photosensitizing potential. Porphyrins, including hematoporphyrin derivatives (HPD), are also potent photosensitizers. ... Psoralens ... have an action spectrum in the UV-A range., Psoralens.
Independent reference data for angelicin (CAS 523-50-2), compiled from public chemistry databases.
| CAS Registry Number | 523-50-2 |
|---|---|
| PubChem CID | 10658 |
| Molecular formula | C11H6O3 |
| IUPAC name | furo[2,3-h]chromen-2-one |
| UNII (FDA) | CZZ080D7BD |
| Molecular Weight | 186.16 |
|---|---|
| XLogP3 | 2 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 186.031694049 |
| Monoisotopic Mass | 186.031694049 |
| Topological Polar Surface Area | 39.4 |
| Heavy Atom Count | 14 |
| Boiling Point | 360.00 to 362.00 °C. @ 760.00 mm Hg |
|---|---|
| Melting Point | 140 °C |
| Melting Point | 138 - 139.5 °C |
| Solubility | In water, 20 mg/L |
| Vapor Pressure | 0.0000224 [mmHg] |
| LogP | log Kow = 2.08 |
| LogP | 2.08 |
Angelicin; 523-50-2; ISOPSORALEN; Angecin; Furo(2,3-h)coumarin; 2H-Furo[2,3-H]-1-benzopyran-2-one; Angelicin (coumarin derivative); 2H-Furo(2,3-H)-1-benzopyran-2-one; Furo(5',4':7,8)coumarin; 4-Hydroxy-5-benzofuranacrylic acid gamma-lactone; CZZ080D7BD; DTXSID00200321; 3-(4-Hydroxy-5-benzofuranyl)-2-propenoic acid gamma-lactone; Angelicin plus ultraviolet A radiation; NSC-404563; Furo[5',4':7,8]coumarin
| Reported hazard statements | H302 (100%), H312 (90.5%), H315 (100%), H319 (100%), H332 (90.5%), H335 (97.6%), H351 (90.5%) |
|---|
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (90.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
isopsoralen · CAS 523-50-2 · C11H6O3. UNII CZZ080D7BD. Boiling Point: 360.00 to 362.00 °C. @ 760.00 mm Hg; Melting Point: 140 °C; Melting Point: 138 - 139.5 °C.
Source: PubChem / Wikidata; the batch COA governs where values differ.
Supplier: Jinan Shenghe Chemical Co., Ltd.
中文页面: 当归素