Drechslerine A
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Others |
| Catalog number | BBF-04380 |
| CAS | 405157-84-8 |
| Molecular Weight | 224.34 |
| Molecular Formula | C14H24O2 |
| Purity | 97.5% |
Online Inquiry
Description
Drechslerine A is a metabolite of the algicolous fungus Drechslera dematioidea.
Specification
| Synonyms | Bicyclo[3.2.1]oct-6-ene-6,8-dimethanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5R,8S)- |
| Storage | Store at 2-8°C protect from light |
| IUPAC Name | [(1R,4R,5R,8S)-7-(hydroxymethyl)-1-methyl-4-propan-2-yl-8-bicyclo[3.2.1]oct-6-enyl]mEthanol |
| Canonical SMILES | CC(C)C1CCC2(C(C1C=C2CO)CO)C |
| InChI | InChI=1S/C14H24O2/c1-9(2)11-4-5-14(3)10(7-15)6-12(11)13(14)8-16/h6,9,11-13,15-16H,4-5,7-8H2,1-3H3/t11-,12+,13+,14+/m1/s1 |
| InChI Key | WCRQEYCIOPEQST-RFGFWPKPSA-N |
Properties
| Appearance | Crystal |
| Boiling Point | 323.1±22.0°C (Predicted) |
| Melting Point | 125.0°C |
| Density | 1.027±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in Ethanol |
Reference Reading
1. Total synthesis of the bicyclic marine sesquiterpenoid drechslerine B
Hisahiro Hagiwara, Masakazu Fukushima, Kimihiko Kinugawa, Takuya Matsui, Takashi Hoshi, Toshio Suzuki Nat Prod Commun. 2011 Mar;6(3):311-3.
The total synthesis of the recently isolated bicyclic sesquiterpenoid drechslerine B (2), isolated from the algicolous fungus Drechslera dematioidearare in the marine red alga Liagora viscida, has been achieved, starting from (S)-carvone (8), via an intramolecular aldol reaction and palladium-catalyzed carbon monoxide insertion as key reactions.
2. Bioactive seco-Sativene Sesquiterpenoids from an Artemisia desertorum Endophytic Fungus, Cochliobolus sativus
Yuan-Yuan Li, Xiang-Mei Tan, Yan-Duo Wang, Jian Yang, Yong-Gang Zhang, Bing-Da Sun, Ting Gong, Lan-Ping Guo, Gang Ding J Nat Prod. 2020 May 22;83(5):1488-1494. doi: 10.1021/acs.jnatprod.9b01148. Epub 2020 Apr 17.
A series of seco-sativene sesquiterpenoids (1-11) including two new natural products (2 and 3), four new analogues (4-7), and six known analogues, helminthosporic acid (1), drechslerine A (8), drechslerine B (9), helminthosporol (10), helminthosporal acid (11), and isosativenediol (12), were purified from the endophytic fungus Cochliobolus sativus isolated from a desert plant, Artemisia desertorum. The stereochemistry of helminthosporic acid (1) was established for the first time by X-ray diffraction, and the structures including relative and absolute configurations of these new compounds were determined by NMR and CD spectra together with biosynthetic considerations. Compounds 5-7 are the first seco-sativene sesquiterpenoids possessing a glucose group on C-15, C-15, and C-14, respectively. Compounds 1, 7, 9, and 11 displayed strong phytotoxic effects on corn leaves by producing visible lesions, and helminthosporic acid (1) was shown to promote division of leaves and roots of Arabidopsis thaliana with a dose-dependent relationship.
Recommended Products
| BBF-01826 | Deoxymannojirimycin | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-03755 | Actinomycin D | Inquiry |
| BBF-02642 | Lactonamycin | Inquiry |
| BBF-03753 | Baicalin | Inquiry |
| BBF-01829 | Deoxynojirimycin | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
