Tetrahydro-3,4-dipiperonylfuran-2-ol
PubChem CID: 287685
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| Compound Synonyms | rac-Cubebin, Cubebine, C20H20O6, b-Cubebin, Tetrahydro-3,4-dipiperonylfuran-2-ol, 1242843-00-0, SCHEMBL590751, DTXSID60871975, DIYWRNLYKJKHAM-UHFFFAOYSA-N, SZB84300, NSC147747, AKOS024323386, Tetrahydro-3,4-dipiperonyl-2-Furanol, NSC-147747, NS00051733, 3,4-Bis[(2H-1,3-benzodioxol-5-yl)methyl]oxolan-2-ol, 3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-Furanol, 3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-furanol, 9CI, 3,4-bis(benzo[d][1,3]dioxol-5-ylmethyl)-tetrahydrofuran-2-ol |
|---|---|
| Topological Polar Surface Area | 66.4 |
| Hydrogen Bond Donor Count | 1.0 |
| Inchi Key | DIYWRNLYKJKHAM-UHFFFAOYSA-N |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Synonyms | (-)-Cubebin, 2-Furanol, 3,4-bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-, 2-Furanol, tetrahydro-3,4-dipiperonyl-, 3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-furanol, 3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-furanol, 9CI, 9-Hydroxy-3,4:3',4'-bis(methylenedioxy)-9,9'-epoxylignan, b-Cubebin, Cubebine, Tetrahydro-3,4-dipiperonyl-2-furanol, Tetrahydro-3,4-dipiperonylfuran-2-ol, 3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-furanol, 9ci, tetrahydro-3,4-Dipiperonyl-2-furanol, tetrahydro-3,4-Dipiperonylfuran-2-ol |
| Heavy Atom Count | 26.0 |
| Compound Name | Tetrahydro-3,4-dipiperonylfuran-2-ol |
| Kingdom | Organic compounds |
| Description | Isolated from unripe fruit of Piper cubeba (cubeb pepper) About 15% of a volatile oil is obtained by distilling cubebs with water. Cubebene, the liquid portion, has the formula C15H24. It is a pale green or blue-yellow viscous liquid with a warm woody, slightly camphoraceous odor. After rectification with water, or on keeping, this deposits rhombic crystals of camphor of cubebs., Cubeb (Piper cubeba), or tailed pepper, is a plant in genus Piper, cultivated for its fruit and essential oil. It is mostly grown in Java and Sumatra, hence sometimes called Java pepper. The fruits are gathered before they are ripe, and carefully dried. Commercial cubebs consist of the dried berries, similar in appearance to black pepper, but with stalks attached ? the "tails" in "tailed pepper". The dried pericarp is wrinkled, its color ranges from grayish-brown to black. The seed is hard, white and oily. The odor of cubebs is described as agreeable and aromatic. The taste, pungent, acrid, slightly bitter and persistent. It has been described as tasting like allspice, or like a cross between allspice and black pepper., Cubebin (C10H10O3) is a crystalline substance existing in cubebs, discovered by Eugène Soubeiran and Capitaine in 1839. It may be prepared from cubebene, or from the pulp left after the distillation of the oil. The drug, along with gum, fatty oils, and malates of magnesium and calcium, contains also about 1% of cubebic acid, and about 6% of a resin. The dose of the fruit is 30 to 60 grains, and the British Pharmacopoeia contains a tincture with a dose of 4 to 1 dram., In Europe, cubeb was one of the valuable spices during the Middle Ages. It was ground as a seasoning for meat or used in sauces. A medieval recipe includes cubeb in making sauce sarcenes, which consists of almond milk and several spices. As an aromatic confectionery, cubeb was often candied and eaten whole., In traditional Chinese medicine cubeb is used for its alleged warming property. In Tibetan medicine, cubeb (ka ko la in Tibetan) is one of bzang po drug, six fine herbs beneficial to specific organs in the body, with cubeb assigned to the spleen. Cubebin is found in herbs and spices and pepper (spice). |
| Exact Mass | 356.126 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 356.126 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 487.0 |
| Hydrogen Bond Acceptor Count | 6.0 |
| Molecular Weight | 356.4 |
| Database Name | fooddb_chem_all;hmdb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-ol |
| Total Atom Stereocenter Count | 3.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Total Bond Stereocenter Count | 0.0 |
| Class | Furanoid lignans |
| Inchi | InChI=1S/C20H20O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15,20-21H,5-6,9-11H2 |
| Smiles | C1C(C(C(O1)O)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5 |
| Xlogp | 3.4 |
| Superclass | Lignans, neolignans and related compounds |
| Defined Bond Stereocenter Count | 0.0 |
| Subclass | Tetrahydrofuran lignans |
| Taxonomy Direct Parent | Dibenzylbutyrolactols |
| Molecular Formula | C20H20O6 |
- 1. Outgoing r'ship
FOUND_INto/from Piper Nigrum (Plant) Rel Props:Source_db:fooddb_chem_all