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진세노사이드-Rb1

Ginsenoside Rb1

HCID 9898279
새 노트새 반응견적 요청하기인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
41753-43-9
표준 SMILES
CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C
InChIKey
GZYPWOGIYAIIPV-JBDTYSNRSA-N
분자식
C54H92O23
평균 분자량
1,109.3 g/mol
단동위원소 질량
1,108.60293918

개요

Ginsenoside Rb1 is a ginsenoside found in Panax ginseng and Panax japonicus var. major that is ginsenoside Rd in which the beta-D-glucopyranoside group at position 20 is replaced by a beta-D-glucopyranosyl-beta-D-glucopyranoside group. It has a role as an anti-inflammatory drug, a radical scavenger, a neuroprotective agent, an apoptosis inhibitor, an anti-obesity agent and a plant metabolite. It is a glycoside, a tetracyclic triterpenoid and a ginsenoside. It is functionally related to a ginsenoside Rd.

이름 및 식별자

우선 이름
Ginsenoside Rb1
IUPAC
(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
현지명
진세노사이드-Rb1
영어명
Ginsenoside Rb1
분자식
C54H92O23
분자량
1109.29

이름 및 동의어

Ginsenoside rb1Gypenoside III41753-43-9Gynosaponin CSanchinoside E1Arasaponin E1Panax saponin EPseudoginsenoside Dginsenoside-Rb1Panaxoside Rb1Notoginsenoside Rb1Panaxsaponin E
이름 더 보기
진세노사이드-Rb1GYPENOSIDEGINSENOSIDE GINSENOSIDE-RB1(3beta,12beta)-20-[(6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl2-o-beta-d-glucopyranosyl-beta-d-glucopyranosideACXAJC527NSC 310103Gypenoside Iarasaponine1gynosaponincGypenoside Ⅲgypenosideiii
Sanchinoside Rb17413S0WMH6GRb 1CHEBI:67989DTXSID401316929NSC-3101033-GlcGlc-20-GlcGlc-ginsenosideRefChem:37701

데이터베이스 식별자

물성

구조 계산 물성

XLogP
0.3
극성 표면적
377 Ų
수소 결합 공여자 수
15
수소 결합 수용자 수
23
회전 가능 결합 수
16
무거운 원자 수
77
형식 전하
0
복잡도
2,000

실험 및 물리화학적 성질

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]

물리화학적 성질

녹는점
197.5 °C · 197.5°C
끓는 점
766.35 °C · 766.35°C (rough estimate)
밀도
1.0971 · 1.0971 (rough estimate)
굴절률
1.65 · 1.6500 (estimate)
저장 조건
2 · 2-8°C
용해도
9.8 · 메탄올: 용해성9.80 - 10.20 mg/mL, 투명, 무색 ~ 희미한 노란색
물리적 상태
Solid
산도 계수 (pKa)
12.85 · 12.85±0.70(Predicted)
색상
미색부터 페일 베이지까지
생물학적 소스
plant root (Panax ginseng)
안정성
흡습성
InChIKey
GZYPWOGIYAIIPV-VOKNSFSUNA-N
SMILES
C\C(C)=C\CCC(C)(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C3CCC4(C)C3C(O)CC5C6(C)CCC(OC7OC(CO)C(O)C(O)C7OC8OC(CO)C(O)C(O)C8O)C(C)(C)C6CCC45C
LogP
2.9 · 2.900 (est)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk
3
rtecs
LZ5856000
독성
oms-rat-ipr 50 mg/kg CPBTAL 24,2400,76
HS 번호
29389090
risk_code
20/21/22-39/23/24/25-23/24/25-11
hazard_code
Xn,Xi,T,F
safety_code
26-36-45-36/37-16-7
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 3건

개요Ginsenoside Rb1, a glycosylated PPD type ginsenoside with two sugars linked to C-3 and two sugars linked to C-20, is the major active constituent of American ginseng. Studies have demonstrated the anti-aging effects of ginsenoside Rb1 at both animal and cell levels. 20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol (20GPPD) is the major ingredient of ginsenoside Rb1, which has been shown to increase HAS2 expression by phosphorylating ERK and AKT signaling in human keratinocytes in a dose-dependent manner in vitro.

용도A major bioactive component of panax ginseng that promotes neurotransmitter release by modulating phosphorylation of synapsins through a cAMP-dependent protein kinase pathway. It has been reported to display immunostimulatory and anticancer effects.

일반 설명Ginsenoside Rb1 (Gypenoside Ⅲ) is a protopanaxadiol that has diverse in vitro and in vivo effects, including neuroprotective, anti-inflammatory, and anti-obesity actions. Ginsenoside Rb1, a main constituent of the root of Panax ginseng, inhibits Na+, K+-ATPase activity with IC50 of 6.3±1.0 μM. Ginsenoside also inhibits IRAK-1 activation and phosphorylation of NF-κB p65. Ginsenoside Rb1 reduces the expressions of TLR3, TLR4 and TRAF-6, and down-regulates the levels of TNF-α, IFN-β and iNOS.

추가 설명 · 1건

정의ChEBI: Ginsenoside Rb1 is a ginsenoside found in Panax ginseng and Panax japonicus var. major that is ginsenoside Rd in which the beta-D-glucopyranoside group at position 20 is replaced by a beta-D-glucopyranosyl-beta-D-glucopyranoside group. It has a role as a neuroprotective agent, an anti-obesity agent, an anti-inflammatory drug, an apoptosis inhibitor, a radical scavenger and a plant metabolite. It is a ginsenoside, a glycoside and a tetracyclic triterpenoid. It is functionally related to a ginsenoside Rd.

공급사

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관련 반응

1건
반응 기록 만들기
HRID 1484199 반응식
HRID 1484199반응물로uspto-grants-2016_08

화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
CAS
41753-43-9
PubChem CID
9898279
DTXSID
DTXSID401316929
ChEMBL
CHEMBL501515
ChEBI
CHEBI:67989
UNII
7413S0WMH6
EC Number
255-532-8
Nikkaji
J61.213H