Solanidine

Solanidine
Names
	IUPAC name Solanid-5-en-3β-ol
	Systematic IUPAC name (2S,4aR,4bS,6aS,6bR,7S,7aR,10S,12aS,13aS,13bS)-4a,6a,7,10-Tetramethyl-2,3,4,4a,4b,5,6,6a,6b,7,7a,8,9,10,11,12a,13,13a,13b,14-icosahydro-1H-naphtho[2′,1′:4,5]indeno[1,2-b]indolizin-2-ol
	Other names Solatubin; Solatubine
Identifiers
CAS Number	80-78-4 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	45370
ChEBI	CHEBI:28374;
ChEMBL	ChEMBL1980466;
ChemSpider	59150;
ECHA InfoCard	100.001.191
EC Number	201-309-5;
KEGG	C06543;
PubChem CID	65727;
UNII	W7801OHM8B ;
CompTox Dashboard (EPA)	DTXSID701018960 ;
	InChI InChI=1S/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3/t16-,17+,19-,20+,21-,22-,23+,24-,25-,26-,27-/m0/s1 Key: JVKYZPBMZPJNAJ-OQFNDJACSA-N; InChI=1/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3/t16-,17+,19-,20+,21-,22-,23+,24-,25-,26-,27-/m0/s1 Key: JVKYZPBMZPJNAJ-OQFNDJACBI;
	SMILES C[C@H]1CC[C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C; C[C@@H]1CN2[C@@]3([H])C[C@@]4([H])[C@]5([H])CCC6=C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@@]3([H])[C@H](C)[C@@]2([H])CC1;
Properties
Chemical formula	C27H43NO
Molar mass	397.647 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H413
Precautionary statements	P264, P270, P273, P301+P312, P330, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Solanidine is a poisonous steroidal alkaloid chemical compound that occurs in plants of the family Solanaceae, such as potato and Solanum americanum.^[2]^[3] The sugar portion of glycoalkaloids hydrolyses in the body, leaving the solanidine portion.^[4]

^ "Solanidine". pubchem.ncbi.nlm.nih.gov.
^ Nikolic, NC; Stankovic, MZ (2003). "Solanidine hydrolytic extraction and separation from the potato (Solanum tuberosum L.) vines by using solid-liquid-liquid systems". Journal of Agricultural and Food Chemistry. 51 (7): 1845–9. doi:10.1021/jf020426s. PMID 12643640.
^ Mohy-ud-dint, A., Khan,Z., Ahmad, M., Kashmiri, M.A. (2010). "Chemotaxonomic value of alkaloids in Solanum nigrum complex" (PDF). Pakistan Journal of Botany. 42 (1): 653–660.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Cite error: The named reference Kui was invoked but never defined (see the help page).

[1] "Solanidine". pubchem.ncbi.nlm.nih.gov.

[Nik-2] Nikolic, NC; Stankovic, MZ (2003). "Solanidine hydrolytic extraction and separation from the potato (Solanum tuberosum L.) vines by using solid-liquid-liquid systems". Journal of Agricultural and Food Chemistry. 51 (7): 1845–9. doi:10.1021/jf020426s. PMID 12643640.

[Moh-3] Mohy-ud-dint, A., Khan,Z., Ahmad, M., Kashmiri, M.A. (2010). "Chemotaxonomic value of alkaloids in Solanum nigrum complex" (PDF). Pakistan Journal of Botany. 42 (1): 653–660.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[Kui-4] Cite error: The named reference Kui was invoked but never defined (see the help page).

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