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Basic information
- CAS
20562-02-1- Standard SMILES
C[C@H]1CC[C@@H]2[C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@@H](O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)CC[C@]6(C)[C@H]5CC[C@]34C)N2C1- InChIKey
ZGVSETXHNHBTRK-OTYSSXIJSA-N- Molecular formula
- C45H73NO15
- Average molar mass
- 868.1 g/mol
- Monoisotopic mass
- 867.49802062
Names & identifiers
- Preferred name
- Solanine
- IUPAC
- (2R,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
- English name
- alpha-Solanine
- Molecular formula
- C45H73NO15
- Molecular weight
- 868.06
Names & synonyms
SolatunineSOLANINEalpha-Solanin15XXN7Q45Tbeta-D-Galactopyranoside, (3beta)-solanid-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-CHEBI:9188RefChem:931952DTXSID801053062(22beta)-solanid-5-en-3beta-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-(beta-D-glucopyranosyl-(1->3))-beta-D-galactopyranoside2-(5-hydroxy-6-(hydroxymethyl)-2-((10,14,16,20-tetramethyl-22-azahexacyclo(12.10.0.02,11.05,10.015,23.017,22)tetracos-4-en-7-yl)oxy)-4-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-3-yl)oxy-6-methyloxane-3,4,5-triol243-879-83FYV8328OK
Show more names
α-SolanineSOLATUNINα-Solanina-Solanineα-Solanine-RMALPHA-SOLANINEα-Solanine ,99%
.alpha.-SolanineCCRIS 6507HSDB 3539EINECS 243-879-8BRN 0077607SOLANINE [HSDB]UNII-15XXN7Q45TSCHEMBL2380172
Properties
Computed structural propertiesFilling in
- XLogP
- 1.8
- Topological polar surface area
- 241 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 8
- Heavy atoms
- 61
- Formal charge
- 0
- Complexity
- 1,590
Physicochemical properties
- Melting point
- 285 ℃ · 285℃ (dec.)
- Boiling point
- 780.78 °C · 780.78°C (rough estimate)
- Density
- 1.4 · 1.40±0.1 g/cm3 (20 ºC 760 Torr)
- refractive index
- 1.528 · 1.5280 (estimate)
- storage temp.
- 20 °C · −20°C
- solubility
- Methanol (Slightly, Heated), Pyridine (Slightly, Sonicated), Water (Slightly, Heated)
- form
- Solid
- pka
- 6.66 · 6.66(at 15℃)
- color
- White to Off-White
- Water Solubility
- 26.04 mg/L · 26.04mg/L(15 ºC)
- Merck
- 13 · 13,8779
- BRN
- 77607 · 77607
- InChIKey
- ZGVSETXHNHBTRK-MUEWWJAYNA-N
- LogP
- 5.67 · 5.670 (est)
- FDA UNII
- 15 XXN7Q45T · 15XXN7Q45T
- UNSPSC Code
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- WF0250000
- ridadr
- 1544
- hs_code
- 29399990
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 1-25-45-24/25
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312+P330-P501
- Hazardous Substances Data
- 20562-02-1(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionThis steroidal alkaloid is present in several Solanum species including S. nigrum, S. Iycopersicum (tomato) and S. tuberosum (potato). The base crystallizes in slender needles and shrinks markedly at 235°C. It has [α]20D - 59.45° (pyridine) or - 42.16° (dilute HCl) and is readily soluble in hot EtOH, sparingly so in H20 and virtually insoluble in CHCl 3 or Et2 0. The salts are mostly amorphous although a crystalline hydrochloride has been prepared with m.p. 212°C (dec.). It is not affected by alkalies but mineral acids hydrolyze it to solanidine (q.v.) and one mole each of dextrose, galactose and rhamnose.Pharmacologically, the alkaloid is a protoplasmic poison and a powerful haemolytic. Poisoning by potatoes sometimes occurs although the results are not usually fatal. The symptoms are nausea, headache, emesis and gastritis. With large doses parenchymatous nephritis and haemoglobinuria occurs with, at times, paralysis of the central nervous system and cardiac arrest. The alkaloid also possesses local irritant properties.
Usesα-Solanine is produced as a by product in the synthesis of α-Chaconine. α-Chaconine is a glycoalkaloid displaying nerve toxin activity. Potential antifungal activity.
General DescriptionThis substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Suppliers79 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
成都乐美天医药科技有限公司
Related reactions
0 records
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Compound notes
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