CAS 315-22-0
:Monocrotaline
Description:
Monocrotaline is a naturally occurring alkaloid primarily derived from the plant species *Crotalaria* and is known for its toxic properties. It belongs to the class of pyrrolizidine alkaloids, which are characterized by a bicyclic structure containing a pyrrolizidine ring. Monocrotaline exhibits hepatotoxicity and can cause pulmonary hypertension, making it a subject of interest in toxicology and pharmacology. The compound is known to undergo metabolic activation in the liver, leading to the formation of reactive metabolites that can damage cellular structures, particularly in the liver and lungs. Its mechanism of action involves the formation of DNA adducts, which can result in mutagenic effects. Due to its toxic nature, monocrotaline is often studied in the context of environmental health and safety, particularly regarding exposure risks associated with certain plants. Additionally, it has been used in research to model pulmonary hypertension in animal studies, providing insights into the disease mechanisms and potential therapeutic approaches.
Formula:C16H23NO6
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
InChI key:InChIKey=QVCMHGGNRFRMAD-XFGHUUIASA-N
SMILES:O=C1O[C@]2([C@@]3(N(CC2)CC=C3COC(=O)[C@](C)(O)[C@](C)(O)[C@H]1C)[H])[H]
Synonyms:- (13-alpha,14-alpha)-14,19-Dihydro-12,13-dihydroxy-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-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)-4,5,8,10,12,13,13a,13b-Octahydro-4,5-dihydroxy-3,4,5-trimethyl-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
- (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,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,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
- (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
- 12-beta,13-beta-Dihydroxy-12-alpha,13-alpha,14-alpha-trimethylcrotal-1-enine
- 14,19-Dihydro-12,13-dihydroxy(13-alpha,14-alpha)-20-norcrotalanan-11,15-dione
- 14,19-Dihydro-12,13-dihydroxy-20-norcrotolanan-11,15-dione
- 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)
- 20-Norcrotalanan-11,15-dione, 14,19-dihydro-12,13-dihydroxy-, (13alpha,14alpha)-
- 20-Norcrotalanan-11,15-dione, 14,19-dihydro-12,13-dihydroxy-, (13α,14α)-
- 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)-
- 2H-[1,6]Dioxacycloundecino[2,3,4-gh]pyrrolizine, 20-norcrotalanan-11,15-dione deriv.
- 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-(3R*,4R*,5R*,13aR*,13bR*)]-
- A 6080
- Brn 0048732
- Ccris 416
- Crotaline
- Hsdb 3513
- Monocrotalin
- Nci-C56462
- Nsc 28693
- Retronecine cyclic 2,3-dihydroxy-2,3,4-trimethylglutarate
- Monocrotaline
- 4-27-00-06660 (Beilstein Handbook Reference)
- 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
- MONOCROTOLLINE (99%)
- Bulbus Lilii
- Monocrotoline
- CROTALIN
- (13-alpha,14-alpha)-14,19-dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dio
- Monocrotaline/crotaline
- Monocrotaline, >=98%
- MONOCRATALINE
- Monccrotalire
- (2,3,4-gh)pyrrolizine-2,6(3h)-dione,(4,5,8,10,12,13,1
- Monocrotalinum
- 14,19-Dihydro-12,13-dihydroxy(13alpha,14alpha)-20-norcrotalanan-11,15-dione
- MONOCROTALIN(CROTALIN)(RG)
- 5-trimethyl-2h-(1,6)dioxacycloundecino-droxy-4
- 20-norcrotalanan-11,15-dione,14,19-dihydro-12,13-dihydroxy-,(13-alpha,14-al
- (2,3,4-gh)pyrrolizine-2,6(3h)-dione,(4,5,8,10,12,13,13a,13b-octahydro-4,5-dihy
- Crotaline,Monocrotaline
- Monocrotaline,99%
- (13R,14R)-14,19-Dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dione
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Found 15 products.
Monocrotalin
CAS:Monocrotalin analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.Formula:C16H23NO6Purity:(HPLC) ≥90%Color and Shape:PowderMolecular weight:325.37(3R,4R,5R,8A1R,13Ar)-4,5-Dihydroxy-3,4,5-Trimethyl-4,5,8,8A1,10,12,13,13A-Octahydro-2H-[1,6]Dioxacycloundecino[2,3,4-Gh]Pyrrolizine-2,6(3H)-Dione
CAS:(3R,4R,5R,8A1R,13Ar)-4,5-Dihydroxy-3,4,5-Trimethyl-4,5,8,8A1,10,12,13,13A-Octahydro-2H-[1,6]Dioxacycloundecino[2,3,4-Gh]Pyrrolizine-2,6(3H)-DionePurity:98%Molecular weight:325.36g/molCrotaline
CAS:Formula:C16H23NO6Purity:≥ 98.0%Color and Shape:White to off-white crystalline powderMolecular weight:325.36Monocrotaline
CAS:Monocrotaline (Crotaline) is a pyrrolizidine alkaloid and has certain cellular activity against HepG2 cells.Cost-effective and quality-assured.Formula:C16H23NO6Purity:98% - 99.94%Color and Shape:White To Light Tan PowderMolecular weight:325.36Monocrotaline
CAS:Natural alkaloidFormula:C16H23NO6Purity:≥ 95.0 % (HPLC)Color and Shape:PowderMolecular weight:325.36Monocrotaline
CAS:Applications A toxic pyrrolizidine alkaloid isolated from Crotalaria spp. It is used for inducing pulmonary diseases in rats.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Newberne, P.M., et al.: Toxicol. Appl. Pharmacol., 18, 387 (1971), Bober, M.A., et al.: Toxicon, 27, 1059 (1989), Wilson, D.W., et al.: Crit. Rev. Toxicol., 22, 307 (1992),Formula:C16H23NO6Color and Shape:White To Off-WhiteMolecular weight:325.36Monocrotaline
CAS:Toxin; induces pulmonary hypertensionFormula:C16H23NO6Purity:Min. 98%Color and Shape:White Off-White Clear LiquidMolecular weight:325.36 g/molMonocrotaline-d4
CAS:Controlled ProductApplications Monocrotaline-d4 is labelled Monocrotaline (M526000) which is a toxic pyrrolizidine alkaloid isolated from Crotalaria spp. It is used for inducing pulmonary diseases in rats.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Newberne, P.M., et al.: Toxicol. Appl. Pharmacol., 18, 387 (1971), Bober, M.A., et al.: Toxicon, 27, 1059 (1989), Wilson, D.W., et al.: Crit. Rev. Toxicol., 22, 307 (1992),Formula:C16D4H19NO6Color and Shape:NeatMolecular weight:329.382
![(3R,4R,5R,8A1R,13Ar)-4,5-Dihydroxy-3,4,5-Trimethyl-4,5,8,8A1,10,12,13,13A-Octahydro-2H-[1,6]Dioxac…](/_next/image/?url=https%3A%2Fstatic.cymitquimica.com%2Fproducts%2F54%2Fthumb%2FOR1026386.jpg&w=3840&q=75)
