Crotaline - 10mM in DMSO , CAS No.315-22-0

CAS: 315-22-0 Cat. No.: C423269 Peso molecular: 325.36 Beilstein Registry Number: 48732 Número EC: 628-506-2

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Crotaline - 10mM in DMSO CAS No(315-22-0) by Aladdin Scientific

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Disponible para pedir

GRADE & PURITY 10mM in DMSO

Synonyms

(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 | KBio2_004272 | rel-(3R,4R,5R,8a1R,13aR)-4,5-Dihydroxy-3,4,5-trimethyl-4,5,8,8a1,10,12,13,13a-octahydro-2H-[

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general Specifications Nombres e identificadores Documentation Advanced Data Taxonomic Classification Estructura 3D Objetivos asociados (humanos) Objetivos asociados (no humanos) Mecanismos de acción Certificados (CoA, COO, BSE/TSE y tabla de análisis) Propiedades químicas y físicas Citations of This Product Referencias Calculadoras de soluciones Reseñas

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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 9 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Monocrotaline is a toxic, pyrrolizidine alkaloid. It is used for inducing pulmonary diseases in rats. The alkaloid causes pulmonary artery hypertension, right ventricular hypertrophy, and pathological changes in the pulmonary vasculature.
A toxic, pyrrolizidine alkaloid

Specifications

Sinónimos

(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 | KBio2_004272 | rel-(3R, 4R, 5R, 8a1R, 13aR)-4, 5-Dihydroxy-3, 4, 5-trimethyl-4, 5, 8, 8a1, 10, 12, 13, 13a-octahydro-2H-[

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Rotaline can induce pulmonary vascular syndrome in rats. This component is known to be toxic and can cause cirrhosis, liver enlargement, sinus syndrome, and right ventricular hypertrophy

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

Sonrisas canónicas	CC1C(=O)OC2CCN3C2C(=CC3)COC(=O)C(C1(C)O)(C)O
IUPAC Name	(1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione
InChIKey	QVCMHGGNRFRMAD-XFGHUUIASA-N
INCHI	1S/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/t9-,11+,12+,15+,16-/m0/s1
Isómeros SMILES	C[C@H]1C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O
WGK Alemania	3
RTECS	QB3140000
Número ONU	1544
Peso molecular	325.36
Beilstein	48732
Reaxy-Rn	628332
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=628332&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Clase Pyrrolizines

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Clase	Pyrrolizines
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Pyrrolizines
Alternative Parents	N-alkylpyrrolidines Dicarboxylic acids and derivatives Tertiary alcohols Pyrrolines Trialkylamines Lactones Carboxylic acid esters Amino acids and derivatives 1,2-diols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aliphatic heteropolycyclic compounds
Substituents	Pyrrolizine - Dicarboxylic acid or derivatives - N-alkylpyrrolidine - Pyrrolidine - Pyrroline - Tertiary alcohol - 1,2-diol - Amino acid or derivatives - Carboxylic acid ester - Lactone - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid derivative - Oxacycle - Azacycle - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Amine - Organooxygen compound - Alcohol - Aliphatic heteropolycyclic compound
Descripción	This compound belongs to the class of organic compounds known as pyrrolizines. These are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.
External Descriptors	Pyrrolizidine alkaloids
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Estructura 3D

Objetivos asociados (humanos)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A204 (242 Activities)

Sensibilidad	Light sensitive
Punto de fusión (°C)	204°C
Peso molecular	325.360 g/mol
XLogP3	-0.700
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	0
Exact Mass	325.153 Da
Monoisotopic Mass	325.153 Da
Topological Polar Surface Area	96.300 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	575.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

1. Haixia Che, Jie Yi, Xiaoting Zhao, Hong Yu, Xianyao Wang, Rui Zhang, Xin Li, Jia Fu, Qian Li. (2023) Characterization of PKCα-rutin interactions and its application as a treatment strategy for PAH by inhibiting ferroptosis. Food & Function, [PMID:38126185] [10.1039/D3FO01306E]
2. Yanhui Ge, Shuchang Zhao, Boyi Yuan, Yuan Gao, Ruilin Liu. (2023) In-situ growth of metal coordination-synergistic imprinted polymer onto shrimp shell-derived magnetic FeNi biochar for specific recognition of monocrotaline in herbal medicine. Materials Today Sustainability, [PMID:] [10.1016/j.mtsust.2023.100599]
3. Yang Zhong, Jiayu Gu, Yaoquan Su, Lingzhi Zhao, Yunyun Zhou, Juanjuan Peng. (2021) Real-time screening of hepatotoxins in natural medicine by peroxynitrite responsive lanthanide-based NIR-II luminescent probes. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2021.133263]
4. Mingyan Ji, Yun Chen, Yifan Ma, Dongping Li, Jin Ren, Hongyue Jiang, Sinuo Chen, Xiaoqing Zeng, Hong Gao. (2024) ADAMTS13 Improves Hepatic Platelet Accumulation in Pyrrolizidine Alkaloids-induced Liver Injury. Journal of Clinical and Translational Hepatology, 13 (1): (25). [PMID:39801786] [10.14218/JCTH.2024.00233]
5. Min Fu, Yuan Li, Jingjing Liu, Junjie Liu, Jiaoxia Wei, Yuxin Qiao, Hanxin Zhong, Dongyang Han, Haitao Lu, Li Yao. (2024) Zhishi Xiebai Guizhi Decoction modulates hypoxia and lipid toxicity to alleviate pulmonary vascular remodeling of pulmonary hypertension in rats. Chinese Medicine, [PMID:39696593] [10.1186/s13020-024-01039-0]
6. Wencheng Liu, Yanbin Cheng, Xue Han, Junlin Xia, Qingyu Wei, Bing Chang, Quansheng Li. (2025) Rivaroxaban alleviates hepatic sinusoidal obstruction syndrome in mice by modulating the gut microbiota and inhibiting the PI3K/Akt signaling pathway. Frontiers in Microbiology, [PMID:40919202] [10.3389/fmicb.2025.1607131]
7. Sinuo Chen, Yifan Ma, Mingyan Ji, Heming Wang, Yun Chen, Dongping Li, Hongyue Jiang, Guangqi Song, Jinglin Xia, Hong Gao. (2025) Phosphocreatine alleviates monocrotaline-induced liver injury dependent on PSRC1-regulated endoplasmic reticulum stress. BIOCHEMICAL PHARMACOLOGY, [PMID:40194605] [10.1016/j.bcp.2025.116915]
8. Yanhui Ge, Xinya Xu, Yubo Liu, Chengyu Huang, Jiajun Zhu. (2025) Development of a novel in-vivo analysis for monocrotaline based on adenine-coated hollow eggshell-like mesoporous carbon@silica nanoparticles. Results in Chemistry, [PMID:] [10.1016/j.rechem.2025.102813]
9. Haixia Che, Jie Yi, Jiawen Li, Yue Hu, Di Gao, Huiru Fu, Qiao Li, Zejun Li, Yu Xiao, Qing Li, Qian Li. (2026) Unveiling the protective mechanisms of Pipa Qingfei Decoction in pulmonary arterial hypertension: Insights from network pharmacology, metabolomics and Mendelian randomization. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:41619862] [10.1016/j.jep.2026.121287]