Archangelicine
Basic information
- CAS
2607-56-9- Standard SMILES
C/C=C(/C)C(=O)O[C@@H]1c2c(ccc3ccc(=O)oc23)O[C@@H]1C(C)(C)OC(=O)/C(C)=C\C- InChIKey
RVGGCRQPGKFZDS-AKRYRNCVSA-N- Molecular formula
- C24H26O7
- Average molar mass
- 426.5 g/mol
- Monoisotopic mass
- 426.16785316
Overview
(8S)-archangelicin has been reported in Angelica archangelica, Angelica decurrens, and other organisms with data available.
Names & identifiers
- Preferred name
- Archangelicine
- IUPAC
- [(8S,9R)-8-[2-[(Z)-2-methylbut-2-enoyl]oxypropan-2-yl]-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] (Z)-2-methylbut-2-enoate
- English name
- ARCHANGELICIN
- Molecular formula
- C24H26O7
- Molecular weight
- 426.46
Names & synonyms
ArchangelicinArchangelicine903ARG2Y812-Butenoic acid, 2-methyl-, 8,9-dihydro-8-(1-methyl-1-((2-methyl-1-oxo-2-butenyl)oxy)ethyl)-2-oxo-2H-furo(2,3-h)-1-benzopyran-9-yl ester, (8S-(8alpha(Z),9alpha(Z)))-[(8S,9R)-8-[2-[(Z)-2-methylbut-2-enoyl]oxypropan-2-yl]-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] (Z)-2-methylbut-2-enoate((8S,9R)-8-(2-((Z)-2-methylbut-2-enoyl)oxypropan-2-yl)-2-oxo-8,9-dihydrofuro(2,3-h)chromen-9-yl) (Z)-2-methylbut-2-enoateRefChem:280332-(9-(((2Z)-2-methylbut-2-enoyl)oxy)-2-oxo-2H,8H,9H-furo(2,3-h)chromen-8-yl)propan-2-yl (2Z)-2-methylbut-2-enoate2607-56-9UNII-903ARG2Y81MLS000574899orb1991568
Show more names
(Z)-2-Methyl-2-butenoic acid (8S)-8,9-dihydro-8-[1-methyl-1-[(Z)-2-methyl-1-oxo-2-butenyloxy]ethyl]-2-oxo-2H-furo[2,3-h]-1-benzopyran-9α-yl ester2-Butenoic acid, 2-methyl-, (8S,9R)-8,9-dihydro-8-[1-methyl-1-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]ethyl]-2-oxo-2H-furo[2,3-h]-1-benzopyran-9-yl ester, (2Z)-
CHEMBL1426896SCHEMBL12236577SCHEMBL29565837REGID_for_CID_5281371DTXSID801100736HMS2227F182-BUTENOIC ACID, 2-METHYL-, (8S,9R)-8,9-DIHYDRO-8-(1-METHYL-1-(((2Z)-2-METHYL-1-OXO-2-BUTEN-1-YL)OXY)ETHYL)-2-OXO-2H-FURO(2,3-H)-1-BENZOPYRAN-9-YL ESTER, (2Z)-AKOS040735185
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 88.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 835
Physicochemical properties
- LogP
- 5.075 · 5.075 (est)
- FDA UNII
- 903 ARG2Y81 · 903ARG2Y81
Chemistry & industry
Applications
UsesArchangelicin is an inhibitor for cAMP-phosphodiesterase (cAMP-PDE) with IC50 >400 μM. Archangelicin inhibits nuclear factor of activated T cell (NFAT) with IC50 of 9 μM. Archangelicin exhibits antitumor and anti-inflammatory[1][2][3].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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