基本情報
- CAS
1255514-32-9- 標準SMILES
CC(=O)CC[C@@H](C)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
HFJWZOCWIUZTNY-WLJKUCSMSA-N- 分子式
- C18H32O10
- 平均分子量
- 408.4 g/mol
- 単同位体質量
- 408.19954721
概要
Ascr#4 is a hydroxy ketone ascaroside that is ascr#2 in which the hydroxy group at position 2 of the ascarylopyranose moiety has been converted to the corresponding beta-D-glucoside. A metabolite of the nematode Caenorhabditis elegans, it is only weakly dauer inducing, but synergises with ascr#2, ascr#3, and ascr#8 in male attraction. It has a role as a pheromone and a Caenorhabditis elegans metabolite. It is a methyl ketone, a glycosyl glycoside derivative and a hydroxy ketone ascaroside. It is functionally related to an ascr#2.
名称と識別子
- 優先名称
- (2R)-5-oxohexan-2-yl 3,6-dideoxy-2-O-beta-D-glucopyranosyl-alpha-L-arabino-hexopyranoside
- IUPAC
- (5R)-5-[(2R,3R,5R,6S)-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyhexan-2-one
名称と別名
ascr#4(2R)-5-oxohexan-2-yl 3,6-dideoxy-2-O-beta-D-glucopyranosyl-alpha-L-arabino-hexopyranoside(-)-5R-(3'-O-[beta-D-glucosyl]-3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-hexanone1255514-32-9SCHEMBL30087103CHEBI:78828DTXSID101127488LMFA13040155Q271479785R-(3-O-beta-D-glucosyl-3,6-dideoxy-alpha-L-arabino-hexopyranosyloxy)-2-henanone(5R)-5-[(2R,3R,5R,6S)-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyhexan-2-one(5R)-5-[(3,6-Dideoxy-2-O-I(2)-D-glucopyranosyl-I+/--L-arabino-hexopyranosyl)oxy]-2-hexanone
データベース識別子
- CAS
1255514-32-9- PubChem CID
- 24949895
- DTXSID
DTXSID101127488- ChEBI
CHEBI:78828- Nikkaji
- J2.621.456D
物性
構造計算による物性
- XLogP
- -1.7
- 極性表面積
- 155 Ų
- 水素結合供与体数
- 5
- 水素結合受容体数
- 10
- 回転可能結合数
- 8
- 重原子数
- 28
- 形式電荷
- 0
- 複雑度
- 503
実験および物理化学的性質
LipidsFatty Acyls [FA] -> Fatty acyl glycosides [FA13] -> Ascarosides [FA1304]
サプライヤー
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公開中の見積依頼
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