ソルダリン
Sordarin
基本情報
- CAS
11076-17-8- 標準SMILES
CO[C@H]1[C@@H](O)[C@H](O)[C@H](OC[C@@]23C[C@@H]4[C@H](C)CC[C@H]4[C@@]4(C=O)C[C@@H]2C=C(C(C)C)[C@@]34C(=O)O)O[C@@H]1C- InChIKey
OGGVRVMISBQNMQ-YPBSLCSMSA-N- 分子式
- C27H40O8
- 平均分子量
- 492.6 g/mol
- 単同位体質量
- 492.27231823
概要
Sordarin is an antifungal metabolite of Sordaria araneosa that inhibits protein synthesis. It has a tetracyclic diterpene glycoside structure. It has a role as an antifungal agent and a protein synthesis inhibitor. It is a glycoside, a tetracyclic diterpenoid and a monosaccharide derivative.
名称と識別子
- 優先名称
- Sordarin
- IUPAC
- (1R,2S,4R,5R,8R,9S,11R)-2-[[(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid
- 現地名
- ソルダリン
- 英語名
- sordarin
- 分子式
- C27H40O8
- 分子量
- 492.6
名称と別名
SordarinAntibiotic SL-226611076-17-8CHEBI:52549(1R,2S,4R,5R,8R,9S,11R)-2-[[(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid(1R,2S,4R,5R,8R,9S,11R)-2-(((2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl)oxymethyl)-9-formyl-5-methyl-13-propan-2-yltetracyclo(7.4.0.02,11.04,8)tridec-12-ene-1-carboxylic acidRefChem:184460(1R,2S,4R,5R,8R,9S,11S)-2-(((2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl)oxymethyl)-9-formyl-5-methyl-13-propan-2-yltetracyclo(7.4.0.02,11.04,8)tridec-12-ene-1-carboxylic acid(1S,3aR,4S,4aR,7R,7aR,8aS)-8a-(((6-deoxy-4-O-methyl-beta-D-altropyranosyl)oxy)methyl)-4-formyl-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acidsordarin B(1R,3AR,4S,4aR,7R,7aR,8aS)-8a-((((2R,3S,4S,5S,6R)-3,4-dihydroxy-5-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)-4-formyl-3-isopropyl-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid(1R,3aR,4S,4aR,7R,7aR,8aS)-8a-{[(6-deoxy-4-O-methyl-beta-D-altropyranosyl)oxy]methyl}-4-formyl-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid
名称をさらに表示
(-)-ソルダリン(1R)-1,4-メタノ-3-イソプロピル-4β-ホルミル-7β-メチル-8aβ-[(6-デオキシ-4-O-メチル-β-D-アルトロピラノシルオキシ)メチル]-4,4aβ,5,6,7,7aα,8,8a-オクタヒドロ-s-インダセン-3aβ(1H)-カルボン酸(1R,3aR,4S,4aR,7R,7aR,8aS)-8a-[[(6-デオキシ-4-O-メチル-β-D-アルトロピラノシル)オキシ]メチル]-4-ホルミル-4,4a,5,6,7,7a,8,8a-オクタヒドロ-7-メチル-3-イソプロピル-1,4-メタノ-s-インダセン-3a(1H)-カルボン酸(1R,2S,4R,5R,8R,9S,11R)-2-({[(2R,3S,4S,5S,6R)-3,4-ジヒドロキシ-5-メトキシ-6-メチルオキサン-2-イル]オキシ}メチル)-9-ホルミル-5-メチル-13-(プロパン-2-イル)テトラシクロ[7.4.0.02,11.04,8]トリデカ-12-エン-1-カルボン酸(1R)-4,4aβ,5,6,7,7aα,8,8a-オクタヒドロ-1,4-メタノ-3-イソプロピル-4β-ホルミル-7β-メチル-8aβ-[(4-O-メチル-6-デオキシ-β-D-アルトロピラノシルオキシ)メチル]-s-インダセン-3aβ(1H)-カルボン酸ソルダリン1,4-Methano-s-indacene-3a(1H)-carboxylic acid, 8a-[[(6-deoxy-4-O-methyl-β-D-altropyranosyl)oxy]methyl]-4-formyl-4,4a,5,6,7,7a,8,8a-octahydro-7-methyl-3-(1-methylethyl)-, (1R,3aR,4S,4aR,7R,7aR,8aS)-
SL-2266orb3179587DTXSID80911847OGGVRVMISBQNMQ-YPBSLCSMSA-NNS000117331,4-Methano-s-indacene-3a(1H)-carboxylic acid, 8a-[[(6-deoxy-4-O-methyl- .beta.-D-altropyranosyl)oxy]methyl]-4-formyl-4,4a,5,6,7,7a,8,8a-octahydro-7-methyl-3-(1-methylethyl)-, (1R,3aR,4S,4aR,7R,7aR,8aS)-1,4-Methano-s-indacene-3a(1H)-carboxylic acid, 8a-[[(6-deoxy-4-O-methyl-.beta.-D-altropyranosyl)oxy]methyl]-4-formyl-4,4a,5,6,7,7a,8,8a-octahydro-7-methyl-3-(1-methylethyl)-, (1R,3aR,4S,4aR,7R,7aR,8aS)-8a-{[(6-Deoxy-4-O-methylhexopyranosyl)oxy]methyl}-4-formyl-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid
データベース識別子
- CAS
11076-17-8- PubChem CID
- 485851
- DTXSID
DTXSID80911847- ChEMBL
CHEMBL476273- ChEBI
CHEBI:52549- Nikkaji
- J993.304B
物性
構造計算による物性
- XLogP
- 1.5
- 極性表面積
- 123 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 8
- 回転可能結合数
- 7
- 重原子数
- 35
- 形式電荷
- 0
- 複雑度
- 917
実験および物理化学的性質
DrugsPharmaceuticals -> Antibiotics
物理化学的性質
- 沸点
- 630.2 · 630.2±55.0 °C(Predicted)
- 比重(密度)
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- 酸解離定数(Pka)
- 3.85 · 3.85±0.70(Predicted)
化学と産業
薬理情報
MeSH Pharmacological Classification
Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins.
補足説明
定義ChEBI: An antifungal metabolite of Sordaria araneosa that inhibits protein synthesis. It has a tetracyclic diterpene glycoside structure.
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