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Rosmaricine

PubChem CID: 330877

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Compound Synonyms Rosmaricine, 8-amino-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one, 3650-11-1, NSC320539, CHEBI:174658, NSC-320539, 8-amino-3,4-dihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadeca-2,4,6-trien-15-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 92.8
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CC3CCCCC3C13CCCCC23
Np Classifier Class Abietane diterpenoids
Deep Smiles O=COCCC5CCCC6C)C)))))ccC6N))cccc6O))O))CC)C
Heavy Atom Count 25.0
Classyfire Class Prenol lipids
Description Isolated from rosemary (Rosmarinus officinalis) using NH3 during extraction. Rosmaricine is found in herbs and spices and rosemary.
Scaffold Graph Node Level OC1OC2CC3CCCCC3C13CCCCC23
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 576.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 8-amino-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.2
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Gsk 4 400 Rule True
Molecular Formula C20H27NO4
Scaffold Graph Node Bond Level O=C1OC2Cc3ccccc3C13CCCCC23
Inchi Key NFXKGLBUURRKEA-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
State Solid
Synonyms Rosmaricine, Rosmaricine hydrochloride, rosmaricine
Esol Class Moderately soluble
Functional Groups CN, COC(C)=O, cO
Compound Name Rosmaricine
Kingdom Organic compounds
Exact Mass 345.194
Formal Charge 0.0
Monoisotopic Mass 345.194
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 345.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H27NO4/c1-9(2)10-8-11-12(15(23)14(10)22)20-7-5-6-19(3,4)17(20)16(13(11)21)25-18(20)24/h8-9,13,16-17,22-23H,5-7,21H2,1-4H3
Smiles CC(C)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)N)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Diterpene lactones
Np Classifier Superclass Diterpenoids