Esculin (HCID 5281417)

名称と識別子

優先名称: Esculin
IUPAC: 7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
現地名: エスクリン1.5水和物
英語名: Esculin
分子式: C15H16O9
分子量: 340.28

名称と別名

Esculin531-75-9Esculetin 6-O-glucoside6,7-Dihydroxycoumarin 6-glucosideEsculetin 6-beta-D-glucoside6,7-Dihydroxycoumarin-6-O-glucoside7-Hydroxy-6-cumarinyl-glucosidDTXSID70453186-(beta-D-Glucopyranosyloxy)-7-hydroxy-cumarin1Y1L18LQAFCHEBI:4853NSC-26665

名称をさらに表示

エスクリン1.5水和物6-[(β-D-グルコピラノシル)オキシ]-7-ヒドロキシクマリンエナルラクロムエスクレチン6-グルコシドビタミンC2クラテギンクラタエギンビコロリンポリクロムビオコロリン7-ヒドロキシ-6-(β-D-グルコピラノシルオキシ)クマリンエスクリンエスコシルエナラクロムエスクリン酸エスクロシド7-ヒドロキシ-6-(β-D-グルコピラノシルオキシ)-2H-1-ベンゾピラン-2-オン6-(β-D-グルコピラノシルオキシ)-7-ヒドロキシクマリン6-(β-D-グルコピラノシルオキシ)-7-ヒドロキシ-2H-1-ベンゾピラン-2-オンエスクリン水和物EsculineEscosylBICOLOINAESCULINPOLYDROMBicolorinCrataeginPolychromvitaminc2

DTXCID50253187-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one7-hydroxy-2-oxo-2H-chromen-6-yl beta-D-glucopyranoside2H-1-Benzopyran-2-one, 6-(beta-D-glucopyranosyloxy)-7-hydroxy-7-hydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-2-oneRefChem:35731208-517-5686-183-3

データベース識別子

CAS: 531-75-9
PubChem CID: 5281417
DTXSID: DTXSID7045318
ChEMBL: CHEMBL482581
ChEBI: CHEBI:4853
UNII: 1Y1L18LQAF
EC Number: 208-517-5、686-504-7
Nikkaji: J6.981G

物性

構造計算による物性

XLogP: -0.6
極性表面積: 146 Å²
水素結合供与体数: 5
水素結合受容体数: 9
回転可能結合数: 3
重原子数: 24
形式電荷: 0
複雑度: 495

実験および物理化学的性質

Melting Point205 °C

Physical DescriptionSolid

Collision Cross Section · 2 件

174 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

193.73 Å² [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；182.53 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；164.77 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；172.99 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 203 °C · 203 °C
比旋光度: -88 · -88 º (c=2,dioxane/water1:1)
沸点: 396.1 °C · 396.1°C (rough estimate)
比重(密度): 0.791 g/mL · 0.791 g/mL at 20 °C
蒸気圧: 0 Pa · 0Pa at 25℃
屈折率: -79 ° · -79 ° (C=2.4, 50% Dioxane)
闪点: 15 °C · 15 °C
貯蔵温度: 2 · 2-8°C
溶解性: 50 mg/mL、透明からわずかに濁った、黄緑色の蛍光。 · 熱メタノール: 50 mg/mL、透明からわずかに濁った、黄緑色の蛍光。
酸解離定数(Pka): 7 · 7.00±0.20(Predicted)
外見: 液体
色: クリア
水溶解度: 適度に溶ける
Merck: 3698 · 3698
安定性: 安定。強力な酸化剤とは相容れない。
化粧品成分の機能: トニック光安定剤
InChI: 1S/C15H16O9.H2O/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17;/h1-4,10,12-17,19-21H,5H2;1H2/t10-,12-,13+,14-,15-;/m1./s1
InChIKey: YRABYCJKUBFWQY-FHXAZYNBSA-N
SMILES: O.OC[C@H]1O[C@@H](Oc2cc3C=CC(=O)Oc3cc2O)[C@H](O)[C@@H](O)[C@@H]1O || O.OC[C@H]1O[C@@H](Oc2cc3C=CC(=O)Oc3cc2O)[C@H](O)[C@@H](O)[C@@H]1O
LogP: -1.307 · -1.307 (est)
CAS データベース: 531 · 531-75-9(CAS DataBase Reference)
NISTの化学物質情報: 7 · 7-Hydroxy-2-oxo-2h-chromen-6-yl hexopyranoside(531-75-9)
EPAの化学物質情報: Esculin (531-75-9)

化学的性質

化学的特性White to nearly white

安全と法規制

GHS分類

GHS Classification · 4 件

This chemical does not meet GHS hazard criteria for 100% (137 of 137) of all reports.

Not Classified；Reported as not meeting GHS hazard criteria by 137 of 137 companies. For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 137 reports by companies from 1 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 137 of 137 reports by companies.；There are 0 notifications provided by 0 of 137 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Not Classified；Reported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory Information · 3 件

Chemical: 2H-1-Benzopyran-2-one, 6-(.beta.-D-glucopyranosyloxy)-7-hydroxy-

Status: Active Update: 12-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25090

2H-1-Benzopyran-2-one, 6-(.beta.-D-glucopyranosyloxy)-7-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 件

Not Classified

法規制情報

Regulatory Information · 3 件

Chemical: 2H-1-Benzopyran-2-one, 6-(.beta.-D-glucopyranosyloxy)-7-hydroxy-

Status: Active Update: 12-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25090

2H-1-Benzopyran-2-one, 6-(.beta.-D-glucopyranosyloxy)-7-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

F: 3-10-23
wgk: 3
tsca: TSCA listed
rtecs: DJ3085000
ridadr: UN 2924 3/PG 2
hs_code: 29389090
risk_code: 11-20/21/22-34-68/20/21/22-36/37/38
hazard_code: F,C,Xi
safety_code: 26-36/37/39-45-24/25-36/37-16
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

PharmacodynamicsTopically applied Esculine increases the “capillary density” (the number of capillaries open to flow per surface unit) and improves the morphological aspect of the smallest blood vessels.

Mechanism of Action · 1 件

The main activities of Esculine focus on capillary protection, as it improves capillary permeability and fragility. It is reported to inhibit catabolic enzymes such as hyaluronidase and collagenase, thus preserving the integrity of the perivascular connective tissue. Esculine also showed good antioxidant properties, protecting triglycerides against auto-oxidation at high temperatures . The antioxidant property might as well explain some of the anti-inflammatory activity of the product, making it a suitable product for after sun treatments, for example.

Biological Half-LifeAbsorption half life about 1 hour and elimination half life about 20 hours

Metabolism/Metabolites · 1 件

After oral administration of esculin (100 mg/kg) for rats, plasma, urine, feces and bile samples were collected to screen metabolites. As a result, a total of 19 metabolites (10 phase I metabolites and 9 phase II metabolites) were found and identified. It was also found that after oral administration of esculin, the esculin could be metabolized to esculetin in vivo via deglycosylation, and esculetin was found in all biological samples.

Absorption, Distribution and ExcretionRarely, absorbed into the blood stream if used as a combination with other ingredients in suppository form. But, Applying cream or ointment form to open wound or skin may lead this drug to absorb and circulate into blood stream.

Cellular LocationsCytoplasm；Extracellular

用途と製造

Use ClassificationCosmetics -> Tonic

General Manufacturing Information2H-1-Benzopyran-2-one, 6-(.beta.-D-glucopyranosyloxy)-7-hydroxy-: ACTIVE

応用分野

使用esculin is used as a skin protectant in ointments and creams. This is a glucoside compound originally obtained from the leaves and bark of the horse chestnut tree.

一般的な説明Esculin hydrate has vasoprotective and venotonic properties.

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

補足説明

定義本品は、セイヨウトチノキ Aesculus hippocastanum の葉と樹皮から得られる配糖体である。

定義ChEBI: A hydroxycoumarin that is the 6-O-beta-D-glucoside of esculetin.

エスクリン1.5水和物

基本情報