에스쿨린

Esculin

HCID 5281417CAS 531-75-9

기본 정보

표준 SMILES
O=c1ccc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)cc2o1
InChIKey
XHCADAYNFIFUHF-TVKJYDDYSA-N
분자식
C15H16O9
평균 분자량
340.28 g/mol
단동위원소 질량
340.07943208

이름 및 식별자

우선 이름
Esculin
IUPAC
7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
현지명
에스쿨린
영어명
Esculin
분자식
C15H16O9
분자량
340.28

이름 및 동의어

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
이름 더 보기
에스쿨린EsculineEscosylBICOLOINAESCULINPOLYDROMBicolorinCrataeginPolychromvitaminc2
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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
-0.6
극성 표면적
146 Ų
수소 결합 공여자 수
5
수소 결합 수용자 수
9
회전 가능 결합 수
3
무거운 원자 수
24

실험 및 물리화학적 성질

Melting Point205 °C
Physical DescriptionSolid
Collision Cross Section · 2건

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

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

물리화학적 성질

녹는점
203 °C · 203 °C
끓는 점
396.1 °C · 396.1°C (rough estimate)
밀도
0.791 g/mL · 0.791 g/mL at 20 °C
증기압
0 Pa · 0Pa at 25℃
굴절률
-79 ° · -79 ° (C=2.4, 50% Dioxane)
인화점
15 °C · 15 °C

화학적 성질

White to nearly white

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Regulatory Information · 3건

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 · 2건

Not Classified

Not Classified

규제 정보

Regulatory Information · 3건

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

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
DJ3085000
ridadr
UN 2924 3/PG 2
HS 번호
29389090
risk_code
11-20/21/22-34-68/20/21/22-36/37/38

화학 및 산업

약리 정보

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 · 1건

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 · 1건

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

용도 및 제조

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

응용 분야

용도esculin 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.

일반 설명Esculin hydrate has vasoprotective and venotonic properties.

공급사50 곳

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]

추가 설명

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

관련 반응

6건

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