Basic information
- CAS
22571-95-5- Standard SMILES
C/C=C(\C)C(=O)O[C@@H]1CCN2CC=C(COC(=O)C(O)(C(C)C)C(C)O)[C@H]12- InChIKey
MVWPTZQHBOWRTF-OEQXRFFVSA-N- Molecular formula
- C20H31NO6
- Average molar mass
- 381.5 g/mol
- Monoisotopic mass
- 381.21513771
Names & identifiers
- Preferred name
- (1R,7aR)-7-({[2,3-dihydroxy-2-(1-methylethyl)butanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2E)-2-methylbut-2-enoate
- IUPAC
- [(7R,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
- English name
- symphytine
- Molecular formula
- C20H31NO6
- Molecular weight
- 381.46
Names & synonyms
(1R,7aR)-7-({[2,3-dihydroxy-2-(1-methylethyl)butanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2E)-2-methylbut-2-enoate(1R,7aR)-7-({[2-Hydroxy-2-(1-hydroxyethyl)-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2E)-2-methylbut-2-enoatesymphytine2-Butenoic acid, 2-methyl-, (1R,7aR)-7-[[(2S,3S)-2,3-dihydroxy-2-(1-methylethyl)-1-oxobutoxy]methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (2E)-
Database identifiers
- CAS
22571-95-5- PubChem CID
- 5284460
- DTXSID
DTXSID1021297
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 96.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 9
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 640
Physicochemical properties
- Boiling point
- 508.85 °C · 508.85°C (rough estimate)
- Density
- 1.2168 · 1.2168 (rough estimate)
- refractive index
- 1.5614 · 1.5614 (estimate)
- pka
- 12.59 · 12.59±0.29(Predicted)
- FDA UNII
- 3 K8W67TIDS · 3K8W67TIDS
- IARC
- 3 · 3 (Vol. 31, Sup 7) 1987
- RIDADR
- 1544 · 1544
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
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
- ridadr
- 1544
- hazard_class
- 6.1(b)
- packing_group
- III
Chemistry & industry
Applications
DescriptionThis pyrrolizidine alkaloid occurs in the roots of Symphytum officinale Linn. and is difficult to crystallize. The above structure has been proposed on the basis of chemical degradation and spectroscopic evidence.
UsesSymphytine is a pyrrolizidine alkaloid isolated from Symphytum officinale and has carcinogenicity[1].
Suppliers7 total
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Additional notes
DefinitionChEBI: A but-2-enoate ester obtained by formal condensation of the carboxy group of (2E)-2-methylbut-2-enoic acid with the 1-hydroxy group of (1R,7aR)-7-({[(2S,3S)-2,3-dihydroxy- -isopropylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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