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Intermedine, (+)-

PubChem CID: 114843

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Compound Synonyms Intermedine, (+)-Intermedine, 10285-06-0, Intermedina, Intermedinum, 3'-EPI-LYCOPSAMINE, 9-(+)-Trachelanthylretronecine, DLC9FEP81A, INTERMEDINE, (+)-, [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate, [(1R,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolo[1,2-a]pyrrol-7-yl]methyl (2S,3R)-2,3-dihydroxy-2-isopropylbutanoate, 1414-01-3, UNII-DLC9FEP81A, C15H25NO5, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, [1R-[1a,7(2S*,3R*),7ass]]-, Intermedine (7CI,8CI), (+)-Intermedine, 3'-epi-Lycopsamine, MFCD09970420, Intermedine, HPLC Grade, SCHEMBL23464, (+)-Intermedine (Standard), CHEBI:5941, Intermedine 100 microg/mL in Water, AKOS040756430, HY-113845R, (2S,3R)-2,3-Dihydroxy-2-(1-methylethyl)butanoic Acid [(1R,7aR)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl Ester, 1ST14165, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, (2S,3R)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, (1R-(1alpha,7(2S*,3R*),7abeta))-, DA-54348, MS-24309, XI161638, HY-113845, CS-0062945, NS00067002, G13669, Q27106936, ((1R,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl (2S,3R)-2,3-dihydroxy-2-isopropylbutanoate, BUTANOIC ACID, 2,3-DIHYDROXY-2-(1-METHYLETHYL)-, (2,3,5,7A-TETRAHYDRO-1-HYDROXY-1H-PYRROLIZIN-7-YL)METHYL ESTER, (1R-(1.ALPHA.,7(2S*,3R*),7A.BETA.))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 90.2
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles O[C@@H]CCN[C@@H]5C=CC5))COC=O)[C@@][C@H]O)C))CC)C))O
Heavy Atom Count 21.0
Description Intermedine, also known as 9-(+)-trachelanthylretronecine or beta-msh, belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Intermedine is soluble (in water) and a very weakly acidic compound (based on its pKa). Intermedine can be found in borage, which makes intermedine a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 436.0
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp -0.4
Gsk 4 400 Rule True
Molecular Formula C15H25NO5
Scaffold Graph Node Bond Level C1=CC2CCCN2C1
Inchi Key SFVVQRJOGUKCEG-OPQSFPLASA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms 9-(+)-Trachelanthylretronecine, Beta-melanocyte-stimulating hormone, Beta-melanotropin, Beta-MSH, Intermedin, Intermedina, Intermedine, Intermedinum, Mel-stimulating hormone, Melanocyte stimulating hormones, Melanocyte-stimulating hormones, Melanophore hormone, Melanophore stimulating hormone, Melanophore-expanding hormone, Melanophore-stimulating hormone, Melanotropin, MSH, MSH (melanocyte-stimulating hormones), Pigment hormone, intermedine
Esol Class Very soluble
Functional Groups CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name Intermedine, (+)-
Exact Mass 299.173
Formal Charge 0.0
Monoisotopic Mass 299.173
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 299.36
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C15H25NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12-,13-,15+/m1/s1
Smiles C[C@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@@H](CC2)O)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Borago Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Chromolaena Odorata (Plant) Rel Props:Reference:ISBN:9788172362089
  • 3. Outgoing r'ship FOUND_IN to/from Eupatorium Cannabinum (Plant) Rel Props:Reference:ISBN:9788172362300