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Reticulin

PubChem CID: 10233

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Compound Synonyms 1699-46-3, Reticulin, 1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol, 1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol, ( inverted exclamation markA)-Reticuline, (R,S)-Reticuline, CHEBI:26533, (RS)-Reticuline, Compound NP-025371, SCHEMBL147596, DTXSID10862010, DL-Reticuline, (+/-)-Reticuline, AKOS030627825, FR76329, HY-135489, CS-0113232, B2703-142898, 1-[(3-Hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol, 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-, (S)-
Topological Polar Surface Area 62.2
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 24.0
Description Alkaloid from Papaver somniferum (opium poppy) and Annona reticulata (custard apple) (S)-reticuline is an endogenous precursors of morphine. (PMID 15383669), (S)-Reticuline is a key intermediate in the synthesis of morphine, the major active metabolite of opium poppy., "Endogenous morphine" has been long isolated and authenticated by mass spectrometry in trace amounts from animal and human specific tissue or fluids. (PMID: 15874902), Recently, human neuroblastoma cells (SH-SY5Y) were shown capable of synthesizing morphine as well. (S)-reticuline undergoes a change of configuration at C-1 during its transformation to salutaridinol and thebaine. From thebaine, there is a bifurcate pathway leading to morphine proceeding via codeine or oripavine, in both plants and mammals. (PMID 15937106), Reticular fibers or reticulin is a histological term used to describe a type of fiber in connective tissue composed of type III collagen. Reticular fibers crosslink to form a fine meshwork (reticulum). This network acts as a supporting mesh in soft tissues such as liver, bone marrow, and the tissues and organs of the lymphatic system. (S)-Reticuline is found in many foods, some of which are tarragon, common bean, tinda, and other bread.
Isotope Atom Count 0.0
Molecular Complexity 407.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
Prediction Hob 1.0
Class Isoquinolines and derivatives
Xlogp 3.0
Superclass Organoheterocyclic compounds
Subclass Benzylisoquinolines
Molecular Formula C19H23NO4
Prediction Swissadme 1.0
Inchi Key BHLYRWXGMIUIHG-UHFFFAOYSA-N
Fcsp3 0.3684210526315789
Logs -1.766
Rotatable Bond Count 4.0
State Solid
Logd 2.97
Synonyms (+)-reticuline, (s)-(+)-reticuline, (s)-reticuline, D-Reticuline, L-(+)-Reticuline, REN, Reticline, Reticulin, Reticuline, S-(+)-Reticuline
Substituent Name Benzylisoquinoline, Tetrahydroisoquinoline, Methoxyphenol, Methoxybenzene, Phenol ether, Anisole, Aralkylamine, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Tertiary aliphatic amine, Tertiary amine, Azacycle, Ether, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Amine, Aromatic heteropolycyclic compound
Compound Name Reticulin
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 329.163
Formal Charge 0.0
Monoisotopic Mass 329.163
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 329.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol -3.8845552000000003
Inchi InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3
Smiles CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)O)O)OC
Nring 3.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Annona Cherimola (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Annona Muricata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Annona Reticulata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Annona Squamosa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Lindera Aggregata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Magnolia Obovata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 8. Outgoing r'ship FOUND_IN to/from Magnolia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Papaver Somniferum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Paratinospora Sagittata (Plant) Rel Props:Source_db:cmaup_ingredients