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Solasodine information


Solasodine
Names
IUPAC name
(22R,25R)-Spirosol-5α-en-3β-ol
Systematic IUPAC name
(2S,2′R,4aR,4bS,5′R,6aS,6bR,7S,9aS,10aS,10bS)-4a,5′,6a,7-Tetramethyl-1,2,3,4,4a,4b,5,6,6a,6b,7,9a,10,10a,10b,11-hexadecahydrospiro[naptho[2′,1′:4,5]indeno[2,1-b]furan-8,2′-piperidin]-2-ol
Other names
Purapuridine; Solancarpidine; Solanearpidine; Solanidine-S
Identifiers
CAS Number
  • 126-17-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:9190 ☒N
ChEMBL
  • ChEMBL514596 ☒N
ChemSpider
  • 391288 checkY
ECHA InfoCard 100.004.341 Edit this at Wikidata
EC Number
  • 204-774-2
KEGG
  • C10822 ☒N
PubChem CID
  • 442985
UNII
  • L40Y453Y96 checkY
InChI
  • InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1 checkY
    Key: KWVISVAMQJWJSZ-VKROHFNGSA-N checkY
SMILES
  • O[C@@H]6C/C5=C/C[C@@H]1[C@H](CC[C@]3([C@H]1C[C@@H]4O[C@@]2(NC[C@H](C)CC2)[C@H]([C@H]34)C)C)[C@@]5(C)CC6
Properties
Chemical formula
C27H43NO2
Molar mass 413.646 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Solasodine is a poisonous alkaloid chemical compound that occurs in plants of the family Solanaceae such as potatoes and tomatoes.[1] Solasonine and solamargine are glycoalkaloid derivatives of solasodine.[1] Solasodine is teratogenic to hamster fetuses in a dose of 1200 to 1600 mg/kg.[2] Literature survey reveals that solasodine has diuretic, anticancer, antifungal, cardiotonic, antispermatogenetic, antiandrogenic, immunomodulatory, antipyretic and various effects on central nervous system.[3]

  1. ^ a b Everist, S.L. (1981). Poisonous Plants of Australia. Angus & Robertson. ISBN 978-0-207-14228-4.
  2. ^ Kinghorn, A.D. (2010). "Toxins and Teratogens of the Solanaceae and Liliaceae". Toxic plants. Society for Economic Botany, Columbia University Press. pp. 75–76. ISBN 978-0231515689.
  3. ^ Patel, Kanika; Singh, Ravi B.; Patel, Dinesh K. (2013). "Medicinal significance, pharmacological activities, and analytical aspects of solasodine: A concise report of current scientific literature". Journal of Acute Disease. 2 (2): 92–98. doi:10.1016/S2221-6189(13)60106-7.

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Solasodine

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derivatives of solasodine. Solasodine is teratogenic to hamster fetuses in a dose of 1200 to 1600 mg/kg. Literature survey reveals that solasodine has diuretic...

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Solanum dulcamara

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solasodine (from flowers) and beta-solamarine (from roots) have been found to inhibit the growth of E. coli and S. aureus. Solanine and solasodine extracted...

Word Count : 1573

Solanum nigrum

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generation of the human MM cell line A-375. Solanum nigrum is known to contain solasodine (a steroidal glycoalkaloid that can be used to make 16-DPA progenitor);...

Word Count : 3791

Bush tomato

Last Update:

removal of seeds and roasting or sundrying. Solanum aviculare contains solasodine, a steroid used in the manufacture of oral contraceptives. Solanum plastisexum...

Word Count : 408

Fish

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Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 10034

Solanum sisymbriifolium

Last Update:

protect potatoes from potato cyst nematode. The stems and leaves contain solasodine which makes the plant very resistant to many pests and diseases, with...

Word Count : 642

Solanum americanum

Last Update:

scopolamine (hyoscine), atropine and hyoscyamine. Significant amounts of solasodine (0.65%) have been found in the green berries. The ripe fruit also contains...

Word Count : 891

Coramsine

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chemotherapeutic and immunomodulating agent whose primary ingredients are two solasodine glycoalkaloids, solasonine and solamargine, which are derived from the...

Word Count : 933

Solanum aviculare

Last Update:

The leaves and unripe fruits of S. aviculare contain the toxic alkaloid solasodine. S. aviculare is cultivated in Russia and Hungary for the solasidine which...

Word Count : 715

Clostridium botulinum

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

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Exotoxin

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Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 2060

Solanum laciniatum

Last Update:

contains a chemical called solasodine, a pharmaceutically important chemical compound. Steroid glycoalkaloids in the compound solasodine, which is naturally...

Word Count : 1160

Solasonine

Last Update:

poisonous chemical compound when used at high levels. It is a glycoside of solasodine. Glycoalkaloids such as Solasonine have various applications including...

Word Count : 255

Tetrodotoxin

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Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

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Botulinum toxin

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Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 11725

Snake venom

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 7589

Ciguatera fish poisoning

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 3414

Poison dart frog

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

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Lipopolysaccharide

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 6752

Solamargine

Last Update:

Aspergillus flavus. It is a glycoalkaloid derived from the steroidal alkaloid solasodine. Solamargine was one component of the unsuccessful experimental cancer...

Word Count : 189

Muscimol

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 2462

Shiga toxin

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 2189

Clostridium perfringens

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 6441

Steroidal alkaloid

Last Update:

differentiating. Alkaloids found in these plants include chaconine, solanine, solasodine, tomatidine, tomatine, and solanidine. The Itkin group has found several...

Word Count : 2495

Solanum mauritianum

Last Update:

contrary published accounts. The main toxic compound is the alkaloid, solasodine, with the highest content in the unripe green berry (2–3.5% dry weight)...

Word Count : 1122

Toxin

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 2608

Ricin

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 6619

Amatoxin

Last Update:

Resiniferatoxin Scopolamine Solamargine Solanidine Solanine Solasodamine Solasodine Solasonine Solauricidine Solauricine Strychnine Swainsonine Tagetitoxin...

Word Count : 3005

Hedgehog signaling pathway

Last Update:

(tomatodine), potatoes (solanidine), nightshades like peppers and eggplant (solasodine). and turmeric (curcumin) have been shown to antagonize SMO and perturb...

Word Count : 6895

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