ChemicalBook > CAS DataBase List > JERVINE

JERVINE

Product Name
JERVINE
CAS No.
469-59-0
Chemical Name
JERVINE
Synonyms
Iervin;jerwiny;JERVINE;23ßJervine>Jervin-11-one;Jervine (8CI);Jervine ((3ß11-KETOCYCLOPAMINE;DL-ISOLEUCINE GRADE II
CBNumber
CB7326145
Molecular Formula
C27H39NO3
Formula Weight
425.6
MOL File
469-59-0.mol
More
Less

JERVINE Property

Melting point:
242- 244°C
alpha 
D20 -150° (ethanol) (Saito); D20 -167.6° (chloroform) (Poethke)
Boiling point:
541.31°C (rough estimate)
Density 
1.18±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 
1.6400 (estimate)
storage temp. 
−20°C
solubility 
methanol: >2 mg/mL
form 
solid
pka
14.98±0.70(Predicted)
color 
White
λmax
250nm(lit.)
Merck 
14,5264
Stability:
Store in Freezer at - 20°C
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
WG9700000
HazardClass 
6.1
PackingGroup 
III
HS Code 
29349990
Hazardous Substances Data
469-59-0(Hazardous Substances Data)
Toxicity
LD50 i.v. in mice: 9.3 mg/kg (Krayer); LD50 s.c. in male mice: 29 mg/kg (Tanaka)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P201Obtain special instructions before use.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
J4145
Product name
Jervine
Purity
≥98% (HPLC), powder
Packaging
1mg
Price
$197
Updated
2024/03/01
Sigma-Aldrich
Product number
420210
Product name
Jervine
Packaging
1mg
Price
$181
Updated
2023/01/07
TCI Chemical
Product number
J0009
Product name
Jervine
Purity
>97.0%(HPLC)
Packaging
10mg
Price
$317
Updated
2024/03/01
Cayman Chemical
Product number
11723
Product name
Jervine
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
11723
Product name
Jervine
Purity
≥98%
Packaging
5mg
Price
$100
Updated
2024/03/01
More
Less

JERVINE Chemical Properties,Usage,Production

Description

First obtained from Veratrum grandiflorum by Wright and Luff, this alkaloid is also present in V. album. It was originally given the formula C26H3703N. 2H20, subsequently altered to that given above by Jacobs and Craig. The base crystallizes from aqueous EtOH in stellate groups of colourless prisms and has [α]D - 147° (EtOH). The hydrochloride (dihydrate) has m.p. 208°C (Wright and Luff) or 330-334°C (dec.) according to Jacobs and Craig, the latter finding a change in crystalline form at 280°C. The hydriodide has m.p. 302-5°C; the nitrate and aurichloride are both crystalline and the picrate melts at 278-284°C. TheN-nitroso derivative has m.p. 246-7°C; the N-acety1 compound, m.p. 161-2°C and the O,N-diacetyl derivative, m.p. 17 6-7°C.
Treatment with aluminium tert-butoxide gives Δ4-jervone, m.p. 193-4°C; [α]28D + 28.3° (EtOH), giving an oxime, m.p. 287-9°C and reduced by aluminium isopropoxide to Δ4-jervine, m.p. 203- 2 11°C. Catalytic hydrogenation with Pd-C yields the dihydro derivative, m.p. 248-251°C; [α]26D - 82° (EtOH). On further hydrogenation, the tetrahydro compound is formed, m.p. 216- 221°C; [α]28D - 18° (EtOH). Jervine may be reduced by sodium in butanol to a:-dihydrojervinol, m.p. 223-5°C; [α]27D - 107° (EtOH). The similar reduction of dihydrojervine yields (3-dihydrojervino1, m.p. 286-9°C; [α]28D-4 C(EtOH). On Se dehydrogenation, the alkaloid behaves like cevine (q.v.) giving a mixture of bases and hydrocarbons from which the following have been isolated; 5-methyl- 2-ethylpyridine; 5-methyl-2-ethyl-3-hydroxypyridine; C2oH22 , m.p. 79°C; C24H30, m.p. 100- 1°C; C2l H24 , m.p. 70-8 1°C; C2oH 16 , m.p. I 25-7°C and C22H20 , m.p. I 54-5℃。
In large doses, the alkaloid produces vasodilatation and a fall in blood pressure

Chemical Properties

White Crystalline Solid

Uses

Has antibacterial properties. Jervine demonstrates teratogenic properties. It is the starting material for C-nor-D-homosteroids. Jervine induces holoprosencephaly and blocks endogenous Sonic hedgehog signaling

Definition

ChEBI: Jervine is a member of piperidines.

storage

-20°C

Purification Methods

4 Crystallise Jervine from MeOH/H2O or Me2O. The hydrochloride has m 300-302o (from MeOH/Et2O), and the picrate has m 26

References

Wright, Luff., J. Chern. Soc., 35,405 (1879)
Saltzberger., Arch. Pharrn., 228,462 (1890)
Bredemann., Apoth. Zeit., 21,41,53 (1906)
Saito, Suginome, Takaoka., Bull. Chern. Soc. Japan, 9, 15(1934)
Saito, Suginome, Takaoka., ibid, 11, 168, 172 (I936)
Poethke., Arch. Pharrn., 357,571 (I937)
Poethke., ibid, 276, 170 (1938)
Jacobs, Craig., J. BioI. Chern., 148, 51 (1943)
Seiferle.,J. Econ. Entorn., 35,35 (1942)
Jacobs et al., J. Bioi. Chern., 170, 635 (1947)
Wintersteiner et al., J. A mer. Chern. Soc., 73, 2970 (1951)
Wintersteiner, Hosansky., ibid, 74,4474 (1952)
Stereochemistry:
Kupchan, Suffness., J. A mer. Chern. Soc., 90, 2730 (1968)
Masamune et al., Tetrahedron, 24, 3461 (1968)

JERVINE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

JERVINE Suppliers

Americas 1 Canada 1 China 150 Europe 1 Germany 2 India 2 Japan 1 Switzerland 1 United Kingdom 6 United States 21 Global 186
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6009
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9492
Advantage
66
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4667
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4941
Advantage
60
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Shanghai Winherb Medical Technology Co., Ltd.
Tel
400-186-5138 13341702378
Fax
QQ：190129269
Email
winherb@126.com
Country
China
ProdList
1008
Advantage
58
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
280
Advantage
59
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25014
Advantage
65
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7854
Advantage
58
Cheng Du Pufeide Biotechnology Co., Ltd.
Tel
028-82610909 13388174823
Fax
8171-1798
Email
scglp@glp-china.com
Country
China
ProdList
1064
Advantage
58
Shanghai Zhanshu Chemical Technology Co., Ltd
Tel
+86-21-58589556
Fax
+86-21-58589557
Country
China
ProdList
413
Advantage
55
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17993
Advantage
56
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7892
Advantage
56
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15185
Advantage
58
Shanghai Aspire Biological Technology Co., Ltd.
Tel
021-61317773
Fax
021-61486878
Email
sales@aspirebio.com
Country
China
ProdList
2881
Advantage
58
Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
ProdList
8147
Advantage
55
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9955
Advantage
58
Wuhan ChemFaces Biochemical Co., Ltd.
Tel
18607101326 15172504745
Fax
+86-27-84254680
Email
aileen@chemfaces.com
Country
China
ProdList
7059
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9708
Advantage
58
Guangzhou QiYun Biotechnology Co., Ltd.
Tel
020-61288194 61288195
Fax
020-61288700
Email
505721671@qq.com
Country
China
ProdList
3868
Advantage
58
Shandong Xiya Chemical Co., Ltd.
Tel
4009903999 13395398332
Fax
0539-6365991
Email
sales@xiyashiji.com
Country
China
ProdList
20810
Advantage
60
Chengdu Dianchun Technology Co., Ltd
Tel
400-1166-196 18502815961
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
14623
Advantage
60
Shanghai ChengShao Biological Technology Co., Ltd.
Tel
021-61847300 13341622919
Fax
021-61847300
Email
shcss01@163.com
Country
China
ProdList
4809
Advantage
58
ShangHai Biochempartner Co.,Ltd
Tel
17754423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8019
Advantage
62
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29795
Advantage
68
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131980
Advantage
58
Guangdong wengjiang Chemical Reagent Co., Ltd.
Tel
0751-2886750 13927877953
Fax
0751-2886750
Email
3005811397@qq.com
Country
China
ProdList
13336
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12308
Advantage
58
Shanghai Yihe Biological Technology Co., Ltd.
Tel
17721395025
Fax
021-68882955
Email
2423903095@qq.com
Country
China
ProdList
3180
Advantage
58
Shanghai Uteam Biotechnology Co., Ltd.
Tel
021-36031160 13311776681
Email
3338195766@QQ.com
Country
China
ProdList
5175
Advantage
55
Shanghai Biological Technology Development Co., Ltd.
Tel
021-69955236-807 13918189704
Fax
021-65211385
Email
chinaruji@chinaruji.com
Country
China
ProdList
5176
Advantage
55
Chengdu Push Bio-Technology Co., Ltd.
Tel
028-85370565-229 18080489829
Email
3004654993@qq.com
Country
China
ProdList
9218
Advantage
60
Amatek Scientific Co. Ltd.
Tel
0512-56316828
Fax
0512-56316826
Email
info@amateksci.com
Country
China
ProdList
28820
Advantage
58
Chengdu Alfa Biotechnology Co.,Ltd.
Tel
028-85142057, 18030712385
Fax
028-85142057 QQ:3591697873
Email
sales@alfabiotech.com
Country
China
ProdList
1925
Advantage
58
Shanghai Standard Technology Co.,Ltd.
Tel
021-021-57127007-6622-6622 15618937986
Fax
+86 (21) 5132-0077
Email
zhaok@nature-standard.com
Country
China
ProdList
3928
Advantage
58
Shanghai Innovative Reseach Center Of Traditional
Tel
86-21-50801717-301
Fax
86-21-50800509
Email
wangjh@sirc-tcm.sh.cn
Country
China
ProdList
2070
Advantage
58
Linyi Azelasi Biological Co., Ltd.
Tel
17753923223
Fax
0539-6222546
Email
2805221329@qq.com
Country
China
ProdList
1474
Advantage
58
Henan Alfachem Co.,Ltd.
Tel
0371-0371-55051623 18137891487
Fax
QQ：2853979817
Email
2853979817@qq.com
Country
China
ProdList
9843
Advantage
58
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
400-400-400-9004166 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52712
Advantage
58
Nanjing Digger Medical Technology Co. Ltd.
Tel
025-025-51191215 18013836722
Fax
025-51191215
Email
2399235533@qq.com
Country
China
ProdList
4933
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 13028896684
Email
sales@rrkchem.com
Country
China
ProdList
56057
Advantage
58
Nanjing Yuanzhi Biotechnology Co. Ltd.
Tel
15805159960
Email
1211550495@qq.com
Country
China
ProdList
1795
Advantage
58
Guangzhou Tomums Life Science Co., Ltd.
Tel
020-31155029 18902330969
Fax
020-31155029
Email
sales@tomums.cn
Country
China
ProdList
4698
Advantage
58
More
Less

View Lastest Price from JERVINE manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Jervine 469-59-0
Price
US $0.00/mg
Min. Order
20mg
Purity
≥98%(HPLC)
Supply Ability
100 g
Release date
2020-08-13
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
factory price Jervine 469-59-0 469-59-0
Price
US $186.00/g
Min. Order
10mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-06-27
Career Henan Chemical Co
Product
JERVINE 469-59-0
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

469-59-0, JERVINERelated Search:

veratramine VERATRIDINE PROTOVERATRINE A Hh-Ag 1.3 LDE-225 Diphosphate N-[3-(1H-Benzimidazol-2-yl)-4-chlorophenyl]-3,4,5-triethoxybenzamide DL-Isoleucine JERVINE(P) JERVINE 2-Isopropyl-5-methyl-2-hexenal 3,7-DIMETHYL-2-METHYLENE-OCT-6-ENAL (Z)-6-HENICOSEN-11-ONE Jervine acetate PSEUDOJERVINE JERVINE(PRIMARY STANDARD) 3-(ALLYLOXY)PIPERIDINE 3-(3-ALLYL)-5-HEXEN-1-AL N-METHYLJERVINE

  • Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetraMethyl-,(2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-
  • 17,23-epoxy-3-hydroxy-,(3-beta,23-beta)-veratraman-11-on
  • 17,23-epoxy-3-hydroxy-,(3beta,23beta)-veratraman-11-on
  • 4’,5’,6,6’,6a,6b,7,7’,7’a,8,11a,11b-hexadecahydro-3-hydroxy-3’,6’,10,11b-tetra
  • Iervin
  • Jervine, 98%, from Veratrum nigrum L.
  • Jervine(11-Ketocyclopamine)
  • (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one
  • jerwiny
  • Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-
  • spiro(9h-benzo(a)fluorene-9,2’(3’h)-furo(3,2-b)-pyridin)-11(1h)-one,2,3,3’a,4,
  • Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3beta,23beta)-
  • 11-KETOCYCLOPAMINE
  • (3BETA, 23BETA)-17,23-EPOXY-3-HYDROXYVERATRAMAN-11-ONE
  • JERVINE
  • 17,23β-Epoxy-3β-hydroxyveratraman-11-one
  • Jervin-11-one
  • DL-ISOLEUCINE GRADE II
  • (323-17,23-Epoxy-3-hydroxyveratraman-11-one
  • (3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one, 11-Ketocyclopamine
  • 23&szlig
  • Jervine ((3&szlig
  • Jervine - CAS 469-59-0 - Calbiochem
  • factory price Jervine 469-59-0
  • Jervine&gt
  • Jervine (8CI)
  • Glycerol Impurity 17 Disodium Salt(Glycerophosphoric acid Disodium Salt)
  • (2'R,3S,3'R,3a'S,6aS,6bS,6'S,7a'R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethyl-1,3,3a',4,4',5',6,6a,6b,6',7,7',7a',8,11a,11b-hexadecahydro-3'H-spiro[benzo[a]fluorene-9,2'-furo[3,2-b]pyridin]-11(2H)-one
  • (2'R,3S,3'R,3a'S,6aS,6bS,6'S,7a'R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethyl-1,3,3a',4,4',5',6,6a,6b,6',7,7',7a',8,11a,11b-hexadecahydro-3'H-spiro[benzo[a]fluorene-9,2'-furo[3,2-b]pyridin]-11(2H)-one
  • 469-59-0
  • 460-59-0
  • reagent
  • standard substance
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • Lipid signaling