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12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine

Monocrotaline

CAS: 315-22-0

Molecular Formula: C16H23NO6

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12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine - Names and Identifiers

Name Monocrotaline
Synonyms A 6080
Crotaline
HSDB 3513
NSC 28693
CCRIS 416
NCI-C56462
BRN 0048732
Monocrotalin
Monocrotaline
4-27-00-06660 (Beilstein Handbook Reference)
Retronecine cyclic 2,3-dihydroxy-2,3,4-trimethylglutarate
14,19-Dihydro-12,13-dihydroxy-20-norcrotolanan-11,15-dione
12beta,13beta-Dihydroxy-12alpha,13alpha,14alpha-trimethylcrotal-1-enine
14,19-Dihydro-12,13-dihydroxy(13alpha,14alpha)-20-norcrotalanan-11,15-dione
12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine
12-beta,13-beta-Dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine
(13-alpha,14-alpha)-14,19-dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dio
14,19-dihydro-12,13-dihydroxy(13-alpha,14-alpha)-20-norcrotalanan-11,15-dione
14,19-Dihydro-12,13-dihydroxy(13-alpha,14-alpha)-20-norcrotalanan-11,15-dione
(2,3,4-gh)pyrrolizine-2,6(3h)-dione,(4,5,8,10,12,13,13a,13b-octahydro-4,5-dihy
(13-alpha,14-alpha)-14,19-Dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dione
20-Norcrotalanan-11,15-dione, 14,19-dihydro-12,13-dihydroxy-, (13alpha,14alpha)-
20-Norcrotalanan-11,15-dione, 14,19-dihydro-12,13-dihydroxy-, (13-alpha,14-alpha)-
20-Norcrotalanan-11,15-dione, 14,19-dihydro-12,13-dihydroxy-, (13-alpha,14-alpha)- (9CI)
(2,3,4-gh)pyrrolizine-2,6(3H)-dione,(4,5,8,10,12,13,13a,13b-octahydro-4,5-dihydroxy-3,4,5-trimethyl-2H-(1,6)dioxacycloundecino-
(2,3,4-gh)pyrrolizine-2,6(3H)-dione, (4,5,8,10,12,13,13a,13b)-octahydro-4,5-dihydroxy-3,4,5-trimethyl-2H-(1,6)dioxacycloundecino-
(3R,4R,5R,13aR)-4,5-dihydroxy-3,4,5-trimethyl-4,5,8,10,12,13,13a,13b-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
(3R,4R,5R,13aR,13bR)-4,5-dihydroxy-3,4,5-trimethyl-4,5,8,10,12,13,13a,13b-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
(3R,4S,5R,13aR,13bR)-4,5-dihydroxy-3,4,5-trimethyl-4,5,8,10,12,13,13a,13b-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
(3S,4S,5S,13aS,13bS)-4,5-dihydroxy-3,4,5-trimethyl-4,5,8,10,12,13,13a,13b-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
2H-(1,6)Dioxacycloundecino(2,3,4-gh)pyrrolizine-2,6(3H)-dione, 4,5,8,10,12,13,13a,13b-octahydro-4,5-dihydroxy-3,4,5-trimethyl-, (3R,4R,5R,13aR,13bR)-
(3R,4R,5R,13aR,13bR)-4,5-dihydroxy-3,4,5-trimethyl-2,6-dioxo-3,4,5,6,8,10,12,13,13a,13b-decahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizin-11-ium
(3R,4R,5R,13aR,13bS)-4,5-dihydroxy-3,4,5-trimethyl-2,6-dioxo-3,4,5,6,8,10,12,13,13a,13b-decahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizin-11-ium
CAS 315-22-0
EINECS 628-506-2
InChI InChI=1/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/p+1/t9-,11+,12+,15+,16-/m0/s1
InChIKey QVCMHGGNRFRMAD-XFGHUUIASA-N

12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine - Physico-chemical Properties

Molecular FormulaC16H23NO6
Molar Mass325.36
Density1.1512 (rough estimate)
Melting Point204 °C (dec.) (lit.)
Boling Point463.55°C (rough estimate)
Specific Rotation(α)-54.8o (C=5 IN CHLOROFORM)
Flash Point278.7°C
Water Solubility11.86g/L(temperature not stated)
Solubility Slightly soluble in water, soluble in methanol, anhydrous ethanol, easily soluble in chloroform.
Vapor Presure8.74E-14mmHg at 25°C
AppearanceWhite prismatic crystal
ColorWhite
Merck13,6274
BRN48732
pKa12.21±0.60(Predicted)
Storage Condition2-8°C
StabilityStable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Refractive Index1.5500 (estimate)
MDLMFCD00084656
Physical and Chemical PropertiesSlightly soluble in water, soluble in methanol, ethanol, soluble in chloroform. From the legume plant Big Pig Bean

12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine - Risk and Safety

Hazard SymbolsT - Toxic
Toxic
Risk CodesR25 - Toxic if swallowed
R40 - Limited evidence of a carcinogenic effect
R35 - Causes severe burns
Safety DescriptionS36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDsUN 1544 6.1/PG 3
WGK Germany3
RTECSQB3140000
HS Code29399990
Hazard Class6.1(b)
Packing GroupIII
ToxicityLD50 orally in rats: 71 mg/kg (Newberne)

12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine - Reference

Reference
Show more
1. Guan Lihua, Li Mingfei, Zhou Daxin, etc. Sodium ferulate reverses early monocrotaline-induced pulmonary hypertension [J]. Shanghai Medical Journal, 2014, 3 (8):694-696.
2. Li Jiebai, Yuan Huiyan, Zhao Jing, Shen Xiaoxu. Effect of Buyang Huanwu decoction on intestinal flora and TMAO in rats with heart failure [J]. World Journal of Integrated Chinese and Western medicine, 2020,15(10):1814-1818.
3. Li Chenghao, Wang Meng, Ren Xiaoliang. Solubilization and mechanism of sulfonated calix6-arene on four kinds of traditional Chinese medicine monomer components [J]. Modern Chinese medicine, 2020,22(12):2032-2038.
4. [IF = 3.503] Yaolu Zhu et al."Xinmai's hypertension via inhibiting MAPK signalling pathway."Pharm Biol. 2021;59(1):594-605
5. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950
12-beta,13-beta-dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine
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CAS: 315-22-0
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
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Product Name: Crotaline Visit Supplier Webpage Request for quotation
CAS: 315-22-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
SKYRUN INDUSTRIAL CO.,LTD
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Product Name: MONOCROTALINE Visit Supplier Webpage Request for quotation
CAS: 315-22-0
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Email: sales@chinaskyrun.com
Mobile: +8618958170122
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CAS: 315-22-0
Tel: 609-228-6898
Email: sales@medchemexpress.com
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Mobile: 609-228-6898
Shanghai Macklin Biochemical Co., Ltd
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Product Name: Crotaline Visit Supplier Webpage Request for quotation
CAS: 315-22-0
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Email: Int06@meryer.com
Mobile: +86-18821248368
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