ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト:[email protected]AIアクセス:llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
  1. ホーム
  2. /化合物

12'α-ヒドロキシ-2'β,5'α-ジイソプロピルエルゴタマン-3',6',18-トリオン

Ergocornine

HCID 73453
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
564-36-3
標準SMILES
CC(C)[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@](NC(=O)[C@@H]3C=C4c5cccc6[nH]cc(c56)C[C@H]4N(C)C3)(C(C)C)C(=O)N12
InChIKey
UJYGDMFEEDNVBF-OGGGUQDZSA-N
分子式
C31H39N5O5
平均分子量
561.7 g/mol
単同位体質量
561.29511936

概要

Ergocornine is ergotaman bearing a hydroxy group at the 12' position, isopropyl groups at the 2' and 5'alpha positions, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid. It derives from a hydride of an ergotaman.

名称と識別子

優先名称
Ergocornine
IUPAC
(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-5,8-dioxo-4,7-di(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
現地名
12'α-ヒドロキシ-2'β,5'α-ジイソプロピルエルゴタマン-3',6',18-トリオン
英語名
ERGOCORNINE
分子式
C31H39N5O5
分子量
561.67

名称と別名

Ergocornine564-36-3ErgocorninCHEBI:48207W36B25464DTXSID4097184112'-hydroxy-3',6',18-trioxo-2',5'alpha-di(propan-2-yl)ergotaman12'-Hydroxy-2',5'-alpha-bis(1-methylethyl)ergotaman-3',6',18-trioneNSC-407316ergocorine mesylate(6aR,9R)-N-((1S,2S,4R,7S)-2-hydroxy-5,8-dioxo-4,7-di(propan-2-yl)-3-oxa-6,9-diazatricyclo(7.3.0.02,6)dodecan-4-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-5,8-dioxo-4,7-di(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
名称をさらに表示
12'α-ヒドロキシ-2'β,5'α-ジイソプロピルエルゴタマン-3',6',18-トリオン12'-ヒドロキシ-2',5'α-ビス(1-メチルエチル)エルゴタマン-3',6',18-トリオン12'-ヒドロキシ-2',5'α-ジイソプロピルエルゴタマン-3',6',18-トリオンエルゴコルニンエルゴコルニン標準品12′-ヒドロキシ-2′,5′α-ビス(1-メチルエチル)エルゴタマン-3′,6′,18-トリオン12′-ヒドロキシ-2′,5′α-ジイソプロピルエルゴタマン-3′,6′,18-トリオン

物性

構造計算による物性

XLogP
2.4
極性表面積
118 Ų
水素結合供与体数
3
水素結合受容体数
6
回転可能結合数
4
重原子数
41
形式電荷
0
複雑度
1,170

物理化学的性質

融点
182 · 182-184℃ (decomposition) (methanol )
比旋光度
20 · D20 -110° (pyridine); -175° (chloroform)
沸点
628.48 °C · 628.48°C (rough estimate)
比重(密度)
1.1897 · 1.1897 (rough estimate)
屈折率
1.75 · 1.7500 (estimate)
溶解性
45 % · 45% (w/v) 2-ヒドロキシプロピル-β-シクロデキストリン水溶液: 0.4mg/mL
外見
個体
酸解離定数(Pka)
9.58 · 9.58±0.60(Predicted)
色
白い
CAS データベース
564 · 564-36-3

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

毒性情報

Treatment · 1 件

Treatment for ergotism consists of vasodilators, anticoagulants and low molecular weight dextrans. If necessary, a sympathetic nerve blockade may be carried out, such as brachial plexus blockade. Temporary sedation (e.g. haloperidol) will be necessary in hallucination and diazepam is used for convulsions. There is no specific antidote. (L1921)

Health EffectsIngestion of ergoline alkaloids is known to cause the disease ergotism. Ergotism occurs in two forms, gangrenous and convulsive, likely depending on the different kinds and amounts of ergoline alkaloids present. (A2913)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1 件

Ergoline alkaloids tend to act as a group, producing complex and variable effects of partial agonism or antagonism at adrenergic, dopaminergic, and serotonergic receptors. Variables relating to these effects are influenced by the agent, dosage, species, tissue, physiological, and endocrinological state, and experimental conditions. In particular, ergoline alkaloids have been shown to have the significant affinity towards the 5-HT1 and 5-HT2 serotonin receptors, D1 and D2 dopamine receptors, and alpha-adrenergic receptors. This can result in a number of different effects, including vasoconstriction, convulsions, and hallucinations. Ergometrine is also known to have a non-receptor specific oxytocic activity. (A2914, A2915, A2916)

Signs and Symptoms · 1 件

Convulsive ergotism can cause painful seizures and spasms, diarrhea, paresthesias, itching, headaches, nausea and vomiting. Usually the gastrointestinal effects precede the central nervous system effects. As well as seizures there can be hallucinations and mental effects including mania or psychosis. Gangrenous ergotism causes dry gangrene as a result of vasoconstriction induced in the more poorly vascularized distal structures, such as the fingers and toes. Symptoms include desquamation, weak periphery pulse, loss of peripheral sensation, edema and ultimately the death and loss of affected tissues. (L1920)

化学と産業

用途と製造

Uses · 1 件

Ergocornine is an alkaloid of the ergoline family. Like other ergoline alkaloids, it occurs in various species of vines of the Convolvulaceae (morning glory) family and in some species of lower fungi. Ergocornine is one of 3 similar peptides referred to as ergotoxine alkaloids, the other two being ergocryptine and ergocristine. Ergotoxines prepared into their hihydroergotoxine mesylates, commonly known as ergoloid mesylates, are used in the symptomatic therapy of age-related dementia. (L1918, A2915)

調製方法

純化方法It crystallises with solvent of crystallisation from MeOH. [Stadler et al. Helv Chim Acta 52 1549 1969, Beilstein 25 III/IV 963, 27 II 860.]

サプライヤー23 社

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
中梦研(湖北)科技有限公司0717-6300888 18062399888 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
武汉菲越生物科技有限公司027-87002654 15827563343 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]

関連反応

1 件
反応記録を作成
HRID 543873 の反応式
HRID 543873反応物としてuspto-grants-1984_05

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
12′α-ヒドロキシ-2′β,5′α-ジイソプロピルエルゴタマン-3′,6′,18-トリオン
(4R,7R)-N-[(1S,2S,4R,7S)-2-ヒドロキシ-5,8-ジオキソ-4,7-ビス(プロパン-2-イル)-3-オキサ-6,9-ジアザトリシクロ[7.3.0.02,6]ドデカン-4-イル]-6-メチル-6,11-ジアザテトラシクロ[7.6.1.02,7.012,16]ヘキサデカ-1(16),2,9,12,14-ペンタエン-4-カルボキサミド
NSC 407316
Ergot Cornyn
ERGOCORNINE USP/EP/BP
ERGOCORNINE >95% DOPAMINE RECEPTOR AGO
12'-Hydroxy-2',5'α-diisopropylergotaman-3',6',18-trione
12′-Hydroxy-2′,5′-α-bis(1-methyl-ethyl)ergotaman-3′,6′,18-trion
12′-Hydroxy-2′,5′-α-bis(1-methyl-ethyl)ergotaman-3′,6′,18-trione
(5'α)-12'-Hydroxy-2',5'-bis(1-Methylethyl)ergotaMan-3',6',18-trione
Ergocorine phosphateRefChem:137501DTXCID101782264209-272-7N-(2-hydroxy-5,8-dioxo-4,7-bis(propan-2-yl)-3-oxa-6,9-diazatricyclo(7.3.0.02,6)dodecan-4-yl)-6-methyl-6,11-diazatetracyclo(7.6.1.02,7.012,16)hexadeca-1(16),2,9,12,14-pentaene-4-carboxamideMLS000069342SMR00005893812'-hydroxy-2',5'alpha-bis(1-methylethyl)ergotaman-3',6',18-trione

データベース識別子

CAS
564-36-3
PubChem CID
73453
DTXSID
DTXSID40971841
ChEMBL
CHEMBL1385840
ChEBI
CHEBI:4820
UNII
7W36B25464
EC Number
209-272-7
Nikkaji
J14.844J
Carcinogen Classification
No indication of carcinogenicity to humans (not listed by IARC).

安全データ

wgk
3
rtecs
KE7630000
ridadr
UN 1544 6.1/PG 3
hazard_class
6.1(b)
packing_group
III
安徽科迪达化工有限公司0554-2106669 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
上海超岚化工科技中心(原上海巢莱)0-2022843681 15618226720 · [email protected]
上海泰坦科技股份有限公司13023226327 · [email protected]
ATK CHEMICAL COMPANY LIMITED+undefined-21-51877795 · [email protected]
中梦研(湖北)科技有限公司18062399888; 18062399888 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
常州新星联生物科技有限公司+86-0519-85551759 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
江苏新素新材料有限公司0512-66387919 15251950002 · [email protected]
Dideu Industries Group Limited+86-29-81148696 +86-15129568250 · [email protected]

補足説明

定義ChEBI: Ergotaman bearing a hydroxy group at the 12' position, isopropyl groups at the 2' and 5'alpha positions, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid.