heraclenin
prengenine
Identification
| Name | heraclenin |
| IUPAC | 9-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one |
| CAS Number | 2880-49-1 |
| FDA UNII | G71S84CX12 |
| Molecular Formula | C16 H14 O5 |
| Molecular Weight | 286.28358000 |
| Nikkaji Number | J14.592K |
| XlogP3 | 2.20 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 471.39 °C. @ 760.00 mm Hg (est) |
| Flash Point | 462.00 °F. TCC ( 238.90 °C. ) (est) |
| logP (o/w) | 1.680 (est) |
| Soluble in | water, 97.9 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for heraclenin usage levels up to | not for fragrance use. |
| Recommendation for heraclenin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(R)-9-((3,3-
dimethyl oxiranyl)methoxy)-7H-furo(3,2-g)(1)benzopyran-7-one
9-[[(2R)-3,3-
dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one
7H-
furo(3,2-g)(1)benzopyran-7-one, 9-((3,3-dimethyloxiranyl)methoxy)-, (R)- (9CI)
7H-
furo(3,2-g)(1)benzopyran-7-one, 9-(2,3-epoxy-3-methylbutoxy)-, (R)-(+)-
prangenin
prengenine
PubMed:
Simultaneous determination of imperatorin and its metabolites in vitro and in vivo by a GC-MS method: application to a bioavailability and protein binding ability study in rat plasma.
PubMed:
In vitro and in vivo antiproliferative effect of a combination of ultraviolet-A and alkoxy furocoumarins isolated from Umbelliferae medicinal plants, in melanoma cells.
PubMed:
Phytotoxic furanocoumarins from the shoots of Semenovia transiliensis.
PubMed:
Vasorelaxation by extracts of Casimiroa spp. in rat resistance vessels and pharmacological study of cellular mechanisms.
PubMed:
Coumarins from Angelica lucida L.--antibacterial activities.
PubMed:
Nematicidal coumarins from Heracleum candicans Wall.
PubMed:
Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT.
PubMed:
Candibirin A, a furanocoumarin dimer isolated from Heracleum candicans WALL.
PubMed:
Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin.
PubMed:
HPLC-NMR/HPLC-MS analysis of the bark extract of Stauranthus perforatus.
PubMed:
Coumarins from the aerial part of Halocnemum strobilaceum.
PubMed:
Cytotoxic components from the bark of Stauranthus perforatus from Monteverde, Costa Rica.
PubMed:
Anti-inflammatory activity of coumarins from Decatropis bicolor on TPA ear mice model.
PubMed:
Chromosome-damaging effects of heraclenin in human lymphocytes in vitro.
PubMed:
Mutagenicity of a furocoumarin epoxide, heraclenin, in Chlamydomonas reinhardii.
PubMed:
The mutagenicities of seven coumarin derivatives and a furan derivative (nimbolide) isolated from three medicinal plants.
PubMed:
The possible role of tropical medicinal preparations in human carcinoma in Africa.
PubMed:
Inhaltsstoffe aus Wurzelrinde und Stammholz von Afraegle paniculata1,2.
PubMed:
Anticoagulant activity of Heraclenin.