Introduction：Basic information about CAS 6870-67-3|Jacobine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Jacobine |
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| CAS Number | 6870-67-3 | Molecular Weight | 351.39400 |
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| Density | 1.33g/cm3 | Boiling Point | 574.1ºC at 760 mmHg |
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| Molecular Formula | C18H25NO6 | Melting Point | 228ºC |
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| MSDS | / | Flash Point | 301ºC |
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Names
| Name | Jacobine |
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| Synonym | More Synonyms |
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Jacobine BiologicalActivity
| Description | Jacobine is a pyrrolizidine alkaloid (PA) from Senecio jacobaea[1]. Jacobine is active against second instar larvae of thrips[2]. |
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| Related Catalog | Research Areas >>OthersSignaling Pathways >>Others >>Others |
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| In Vitro | Pyrrolizidine alkaloids (PAs) at plant concentration reduce thrips survival on average with 21%. Structurally related PAs affect survival of thrips differently. PA free bases reduce thrips survival more than the corresponding PA N-oxides[1][2]. |
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| References | [1]. Xiaojie Liu,et al.The effect of structurally related metabolites on insect herbivores: A case study on pyrrolizidine alkaloids and western flower thrips.Phytochemistry. 2017 Jun;138:93-103. [2]. Mirka Macel,et al. Variation in pyrrolizidine alkaloid patterns of Senecio jacobaea. Phytochemistry. 2004 Apr;65(7):865-73. |
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Chemical & Physical Properties
| Density | 1.33g/cm3 |
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| Boiling Point | 574.1ºC at 760 mmHg |
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| Melting Point | 228ºC |
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| Molecular Formula | C18H25NO6 |
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| Molecular Weight | 351.39400 |
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| Flash Point | 301ºC |
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| Exact Mass | 351.16800 |
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| PSA | 88.60000 |
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| LogP | 0.34190 |
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| Index of Refraction | 1.583 |
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| InChIKey | IAPHXJRHXBQDQJ-WKMWQDDRSA-N |
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| SMILES | CC1CC2(OC2C)C(=O)OC2CCN3CC=C(COC(=O)C1(C)O)C23 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- NY5775000
- CHEMICAL NAME :
- Jacobine
- CAS REGISTRY NUMBER :
- 6870-67-3
- BEILSTEIN REFERENCE NO. :
- 0054580
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 10
- MOLECULAR FORMULA :
- C18-H25-N-O6
- MOLECULAR WEIGHT :
- 351.44
- WISWESSER LINE NOTATION :
- T55-12- 1A Q EN IOVX OVO BUTJ M1 NQ N1 K-& BT3OX CHJ C1
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 77 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 60 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- Sex chromosome loss and nondisjunction
- TYPE OF TEST :
- DNA damage
MUTATION DATA - TYPE OF TEST :
- Unscheduled DNA synthesis
- TEST SYSTEM :
- Rodent - rat Liver
- DOSE/DURATION :
- 1 umol/L
- REFERENCE :
- CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 45,3125,1985 *** REVIEWS *** IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,275,1976 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,275,1976 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW CTRRDO Cancer Treatment Reports. (Washington, DC) V.60-71, 1976-87. For publisher information, see JNCIEQ. Volume(issue)/page/year: 60,1171,1976
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Safety Information
| RIDADR | UN 1544 |
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| Packaging Group | III |
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| Hazard Class | 6.1(b) |
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Synonyms
| (15R,20S)-15,20-Dihydro-15,20-epoxy-12-hydroxysenecionan-11,16-dione |
