Serpentine (alkaloid)

PubChem CID: 73073

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Compound Synonyms	Serpentine (alkaloid), 131-07-7, Serpentine hydroxide, inner salt, B503RKE34F, 3,4,5,6-Tetradehydroajmalicine, methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate, methyl (19alpha)-19-methyl-3,4,5,6,16,17-hexadehydro-18-oxayohimban-4-ium-1-ide-16-carboxylate, (19alpha)-3,4,5,6,16,17-hexadehydro-16-(methoxycarbonyl)-19-methyloxayohimbanium, methyl (19alpha)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylate, (4S,4aR,14aS)-4-methyl-1-[(methyloxy)carbonyl]-4a,5,14,14a-tetrahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizin-6-ium-13-ide, Methyl ester of serpentinic acid, Serpentine (VAN), Serpentine (alkaloid), hydroxide, inner salt, UNII-B503RKE34F, SCHEMBL21962, CHEBI:9119, SCHEMBL24787795, DTXSID80927029, SERPENTINE (ALKALOID) [MI], EINECS 242-570-5, NSC 407301, C09241, Q25212241, methyl 19-methyl-1,3,5,6,16,17-hexadehydro-18-oxayohimban-16-carboxylate, (19 alpha)-3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19-methyloxayohimbanium, 3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19alpha-methyl-18-oxayohimbanium (inneres salz)
Ghose Rule	True
Classyfire Kingdom	Organic compounds
Topological Polar Surface Area	53.4
Hydrogen Bond Donor Count	0.0
Pfizer 3 75 Rule	False
Scaffold Graph Level	C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1
Np Classifier Class	Corynanthe type
Deep Smiles	COC=O)C=CO[C@H][C@@H][C@@H]6CcnC6)ccc-c6ncc5cccc6))))))))))))))))C
Heavy Atom Count	26.0
Classyfire Class	Indoles and derivatives
Scaffold Graph Node Level	C1CCC2C(C1)NC1C2CCN2CC3COCCC3CC12
Classyfire Subclass	Pyridoindoles
Isotope Atom Count	0.0
Molecular Complexity	606.0
Database Name	cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count	3.0
Iupac Name	methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate
Prediction Hob	1.0
Veber Rule	True
Classyfire Superclass	Organoheterocyclic compounds
Xlogp	2.6
Gsk 4 400 Rule	True
Molecular Formula	C21H20N2O3
Scaffold Graph Node Bond Level	C1=CC2Cc3c4nc5ccccc5c-4ccn3CC2CO1
Prediction Swissadme	1.0
Inchi Key	WYTGDNHDOZPMIW-VBNZEHGJSA-N
Silicos It Class	Moderately soluble
Fcsp3	0.3333333333333333
Logs	-4.856
Rotatable Bond Count	2.0
Logd	3.674
Synonyms	serpentine
Esol Class	Soluble
Functional Groups	COC(=O)C(C)=COC, cn(c)C, cnc
Compound Name	Serpentine (alkaloid)
Prediction Hob Swissadme	1.0
Exact Mass	348.147
Formal Charge	0.0
Monoisotopic Mass	348.147
Hydrogen Bond Acceptor Count	4.0
Molecular Weight	348.4
Gi Absorption	True
Covalent Unit Count	1.0
Total Atom Stereocenter Count	3.0
Total Bond Stereocenter Count	0.0
Lipinski Rule Of 5	True
Esol	-4.065092399999999
Inchi	InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3/t12-,15-,16+/m0/s1
Smiles	C[C@H]1[C@H]2CN3C=CC4=C5C=CC=CC5=NC4=C3C[C@@H]2C(=CO1)C(=O)OC
Nring	5.0
Np Classifier Biosynthetic Pathway	Alkaloids
Defined Bond Stereocenter Count	0.0
Egan Rule	True
Np Classifier Superclass	Tryptophan alkaloids

1. Outgoing r'ship FOUND_IN to/from Abrus Fruticulosus (Plant) Rel Props:Reference:
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3. Outgoing r'ship FOUND_IN to/from Abrus Pulchellus (Plant) Rel Props:Source_db:npass_chem_all
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28. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075
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73. Outgoing r'ship FOUND_IN to/from Diospyros Virginiana (Plant) Rel Props:Reference:
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75. Outgoing r'ship FOUND_IN to/from Ephedra Major (Plant) Rel Props:Reference:
76. Outgoing r'ship FOUND_IN to/from Erica Arborea (Plant) Rel Props:Reference:
77. Outgoing r'ship FOUND_IN to/from Eriostemon Brucei (Plant) Rel Props:Reference:
78. Outgoing r'ship FOUND_IN to/from Eriostemon Crowei (Plant) Rel Props:Reference:
79. Outgoing r'ship FOUND_IN to/from Eriostemon Fitzgeraldii (Plant) Rel Props:Reference:
80. Outgoing r'ship FOUND_IN to/from Eriostemon Spicatus (Plant) Rel Props:Reference:
81. Outgoing r'ship FOUND_IN to/from Eriostemon Thryptomenoides (Plant) Rel Props:Reference:
82. Outgoing r'ship FOUND_IN to/from Eriostemon Tomentellus (Plant) Rel Props:Reference:
83. Outgoing r'ship FOUND_IN to/from Flemingia Macrophylla (Plant) Rel Props:Reference:
84. Outgoing r'ship FOUND_IN to/from Garcinia Macrophylla (Plant) Rel Props:Reference:
85. Outgoing r'ship FOUND_IN to/from Garrya Elliptica (Plant) Rel Props:Reference:
86. Outgoing r'ship FOUND_IN to/from Gentiana Algida (Plant) Rel Props:Reference:
87. Outgoing r'ship FOUND_IN to/from Gentiana Aquatica (Plant) Rel Props:Reference:
88. Outgoing r'ship FOUND_IN to/from Gentiana Argentea (Plant) Rel Props:Reference:
89. Outgoing r'ship FOUND_IN to/from Gentiana Arisanensis (Plant) Rel Props:Reference:
90. Outgoing r'ship FOUND_IN to/from Gentiana Bavarica (Plant) Rel Props:Reference:
91. Outgoing r'ship FOUND_IN to/from Gentiana Bellidifolia (Plant) Rel Props:Reference:
92. Outgoing r'ship FOUND_IN to/from Gentiana Brachyphylla (Plant) Rel Props:Reference:
93. Outgoing r'ship FOUND_IN to/from Gentiana Campestris (Plant) Rel Props:Reference:
94. Outgoing r'ship FOUND_IN to/from Gentiana Carinata (Plant) Rel Props:Reference:
95. Outgoing r'ship FOUND_IN to/from Gentiana Chirayita (Plant) Rel Props:Reference:
96. Outgoing r'ship FOUND_IN to/from Gentiana Chirayta (Plant) Rel Props:Reference:
97. Outgoing r'ship FOUND_IN to/from Gentiana Coronata (Plant) Rel Props:Reference:
98. Outgoing r'ship FOUND_IN to/from Gentiana Crassicaulis (Plant) Rel Props:Reference:
99. Outgoing r'ship FOUND_IN to/from Gentiana Dahurica (Plant) Rel Props:Reference:
100. Outgoing r'ship FOUND_IN to/from Gentiana Depressa (Plant) Rel Props:Reference:
101. Outgoing r'ship FOUND_IN to/from Gentiana Elwesii (Plant) Rel Props:Reference:
102. Outgoing r'ship FOUND_IN to/from Gentiana Germanica (Plant) Rel Props:Reference:
103. Outgoing r'ship FOUND_IN to/from Gentiana Humilis (Plant) Rel Props:Reference:
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105. Outgoing r'ship FOUND_IN to/from Gentiana Kochiana (Plant) Rel Props:Reference:
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111. Outgoing r'ship FOUND_IN to/from Gentiana Makinoi (Plant) Rel Props:Reference:
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113. Outgoing r'ship FOUND_IN to/from Gentiana Nivalis (Plant) Rel Props:Reference:
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131. Outgoing r'ship FOUND_IN to/from Gentiana Tibetica (Plant) Rel Props:Reference:
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138. Outgoing r'ship FOUND_IN to/from Gynura Bicolor (Plant) Rel Props:Reference:
139. Outgoing r'ship FOUND_IN to/from Gynura Cusimbua (Plant) Rel Props:Reference:
140. Outgoing r'ship FOUND_IN to/from Gynura Elliptica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
141. Outgoing r'ship FOUND_IN to/from Gynura Japonica (Plant) Rel Props:Reference:
142. Outgoing r'ship FOUND_IN to/from Gynura Segetum (Plant) Rel Props:Reference:
143. Outgoing r'ship FOUND_IN to/from Gynura Simba (Plant) Rel Props:Reference:
144. Outgoing r'ship FOUND_IN to/from Halenia Elliptica (Plant) Rel Props:Reference:
145. Outgoing r'ship FOUND_IN to/from Harpullia Arborea (Plant) Rel Props:Reference:
146. Outgoing r'ship FOUND_IN to/from Hortia Arborea (Plant) Rel Props:Reference:
147. Outgoing r'ship FOUND_IN to/from Hydrangea Macrophylla (Plant) Rel Props:Reference:
148. Outgoing r'ship FOUND_IN to/from Imperata Cylindrica (Plant) Rel Props:Reference:
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151. Outgoing r'ship FOUND_IN to/from Lettsomia Elliptica (Plant) Rel Props:Reference:
152. Outgoing r'ship FOUND_IN to/from Ligularia Macrophylla (Plant) Rel Props:Reference:
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155. Outgoing r'ship FOUND_IN to/from Melianthus Major (Plant) Rel Props:Reference:
156. Outgoing r'ship FOUND_IN to/from Mitragyna Macrophylla (Plant) Rel Props:Reference:
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158. Outgoing r'ship FOUND_IN to/from Nicotiana Macrophylla (Plant) Rel Props:Reference:
159. Outgoing r'ship FOUND_IN to/from Ochrosia Elliptica (Plant) Rel Props:Reference:
160. Outgoing r'ship FOUND_IN to/from Othonna Macrophylla (Plant) Rel Props:Reference:
161. Outgoing r'ship FOUND_IN to/from Oxytropis Macrophylla (Plant) Rel Props:Reference:
162. Outgoing r'ship FOUND_IN to/from Pentaclethra Macrophylla (Plant) Rel Props:Reference:
163. Outgoing r'ship FOUND_IN to/from Plantago Major (Plant) Rel Props:Reference:
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165. Outgoing r'ship FOUND_IN to/from Rabdosia Macrophylla (Plant) Rel Props:Reference:
166. Outgoing r'ship FOUND_IN to/from Rauvolfia Hookeri (Plant) Rel Props:Reference:ISBN:9780387706375
167. Outgoing r'ship FOUND_IN to/from Rauvolfia Serpentina (Plant) Rel Props:Reference:ISBN:9788183602525; ISBN:9788185042114
168. Outgoing r'ship FOUND_IN to/from Rauvolfia Tetraphylla (Plant) Rel Props:Reference:ISBN:9788172361150; ISBN:9788185042053
169. Outgoing r'ship FOUND_IN to/from Reissantia Arborea (Plant) Rel Props:Reference:
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171. Outgoing r'ship FOUND_IN to/from Ruta Angustifolia (Plant) Rel Props:Reference:
172. Outgoing r'ship FOUND_IN to/from Ruta Chalepensis (Plant) Rel Props:Reference:
173. Outgoing r'ship FOUND_IN to/from Ruta Graveolens (Plant) Rel Props:Reference:
174. Outgoing r'ship FOUND_IN to/from Ruta Microcarpa (Plant) Rel Props:Reference:
175. Outgoing r'ship FOUND_IN to/from Ruta Montana (Plant) Rel Props:Reference:
176. Outgoing r'ship FOUND_IN to/from Ruta Oreojasme (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
177. Outgoing r'ship FOUND_IN to/from Ruta Pinnata (Plant) Rel Props:Reference:
178. Outgoing r'ship FOUND_IN to/from Ruta Tuberculata (Plant) Rel Props:Reference:
179. Outgoing r'ship FOUND_IN to/from Salacia Elliptica (Plant) Rel Props:Reference:
180. Outgoing r'ship FOUND_IN to/from Scabiosa Pyrenaica (Plant) Rel Props:Reference:
181. Outgoing r'ship FOUND_IN to/from Schizanthus Tricolor (Plant) Rel Props:Reference:
182. Outgoing r'ship FOUND_IN to/from Smilax Macrophylla (Plant) Rel Props:Reference:
183. Outgoing r'ship FOUND_IN to/from Sorbaria Arborea (Plant) Rel Props:Reference:
184. Outgoing r'ship FOUND_IN to/from Swietenia Macrophylla (Plant) Rel Props:Reference:
185. Outgoing r'ship FOUND_IN to/from Terminalia Elliptica (Plant) Rel Props:Reference:
186. Outgoing r'ship FOUND_IN to/from Uncaria Elliptica (Plant) Rel Props:Reference:
187. Outgoing r'ship FOUND_IN to/from Uncaria Macrophylla (Plant) Rel Props:Reference:
188. Outgoing r'ship FOUND_IN to/from Uvaria Macrophylla (Plant) Rel Props:Reference:
189. Outgoing r'ship FOUND_IN to/from Vernonia Arborea (Plant) Rel Props:Reference:
190. Outgoing r'ship FOUND_IN to/from Vinca Erecta (Plant) Rel Props:Reference:
191. Outgoing r'ship FOUND_IN to/from Vinca Herbacea (Plant) Rel Props:Reference:
192. Outgoing r'ship FOUND_IN to/from Vinca Major (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
193. Outgoing r'ship FOUND_IN to/from Vinca Minor (Plant) Rel Props:Reference:
194. Outgoing r'ship FOUND_IN to/from Vinca Parviflora (Plant) Rel Props:Reference:
195. Outgoing r'ship FOUND_IN to/from Vinca Pusilla (Plant) Rel Props:Reference:
196. Outgoing r'ship FOUND_IN to/from Vinca Rosea (Plant) Rel Props:Reference:
197. Outgoing r'ship FOUND_IN to/from Viola Tricolor (Plant) Rel Props:Reference:
198. Outgoing r'ship FOUND_IN to/from Wrightia Arborea (Plant) Rel Props:Reference:

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Phytochemical Properties

Associated Connections 198

Plant Connections 198