Category:TP3
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{| class="wikitable sortable" | {| class="wikitable sortable" | ||
! Symbol at ''y'' || Carbons || Steroids | ! Symbol at ''y'' || Carbons || Steroids | ||
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poriferastane | poriferastane | ||
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{| class="wikitable sortable" | {| class="wikitable sortable" | ||
| − | ! Symbol at ''y'' || Carbons || | + | ! Symbol at ''y'' || Carbons || Triterpenoids |
{{#repeat:TP/Backbone/TableRow|3| | {{#repeat:TP/Backbone/TableRow|3| | ||
LN | LN | ||
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}} | }} | ||
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; ''r'' ... number of major rings (環構造数) : | ; ''r'' ... number of major rings (環構造数) : | ||
Revision as of 18:58, 3 August 2010
Contents |
Triterpene (C30) Classes
Biosynthesis
Triterpenes are formed by joining two FPPs tail-to-tail. The precursor compound of cholesterol (C27) is lanosterol (C30) for animals. For plants, fungi and algae, it is almost cycloartenol with a trace of lanosterol-derived sterols[1].
Ring configuration
The basic structure is 4 carbon rings, cyclopenta[a]phenanthrene, gonane, or sterane. The rings B/C are always trans in all natural steroids. If the rings C/D are trans, it is called gonane. If its stereochemistry is unspecified, it is called sterane. Most steroids take gonane form, but in cardenolides and bufanolides, the rings C/D are cis.
 |
|
| Cyclopenta[a]phenanthrene | Gonane |
The majority of steroids have methyl groups sticking out from the bridgehead positions C-10 and C-13. When these methyl groups (or hydrogens) stand above the plane, they are called β-configuration. Those below the plane are called α-configuration. If the configuration at any site is unknown, it is indicated as ξ (Greek Xi). By default, hydrogen atoms or substituents at the positions C-8, 9, 10, 13, and 14 are assumed to be 8β, 9α, 10β, 13β, and 14α configurations. C-5 is a special position, because there are as many 5α steroids as 5β are.
 |
 |
|
| cholestane backbone | 5α-configuration | 5β-configuration |
Design of Tri-terpene ID numbers ID番号の設計
12-DIGIT
| T | P | 3 | x | y | y | r | h | g | n | c | c |
- x ... species information
| Symbol at x | Kingdom | Phyla | Examples |
|---|---|---|---|
| I | Animalia | Arthropoda (Insects, crabs) | ecdysteroids |
| V | Chordate (Vertebrates) | sex steroids, corticosteroids, anabolic steroids | |
| O | Others | marine steroids | |
| P | Plantae | Phytosterols | lanosterols, cholesterols, brassinolides |
| S | Saponins | saponins | |
| F | Fungi | ergosterols | ergosterols |
| B | Bacteria | bacterial sterols | hopanoids |
- y ... backbone structure (母核構造)
| Symbol at y | Carbons | Steroids | |
|---|---|---|---|
| GN | C17 | gonane |
|
| ES | C18 | estrane | 
|
| AD | C19 | androstane | 
|
| PG | C21 | pregnane | 
|
| CA | C24 | cholane | 
|
| CL | C27 | cholestane |
|
| CM | C28 | campestane | 
|
| EG | C28 | ergostane | 
|
| SG | C29 (4 rings) | stigmastane | 
|
| PR | C29 (4 rings) | poriferastane | 
|
| Symbol at y | Carbons | Triterpenoids | |
|---|---|---|---|
| LN | C30 (4 rings) | lanostane | 
|
| CY | C30 (4 rings) | cycloartane | 
|
| BC | C30 (4 rings) | baccharane | 
|
| CC | C30 (4 rings) | cucurbitane | 
|
| DM | C30 (4 rings) | dammarane | 
|
| HL | C30 (4 rings) | holostane | File:Holostane .png |
| PF | C29 (5 rings) | pfaffane | 
|
| HP | C30 (5 rings) | hopane | 
|
| LP | C30 (5 rings) | lupane | 
|
| OL | C30 (5 rings) | oleanane | 
|
| SR | C30 (5 rings) | serratane | 
|
| TR | C30 (5 rings) | taraxastane | 
|
| UR | C30 (5 rings) | ursane | 
|
- r ... number of major rings (環構造数)
Click above categories to see details.
- h ... hydroxylation pattern (水酸基数)
Click above categories to see details.
- g ... glycosylation pattern(糖修飾パターン)
Click above categories to see details.
- n ... number of sugars (修飾糖数)
Click above categories to see details.
- c ... serial number (通し番号)
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