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Frangulin A

PubChem CID: 196979

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Compound Synonyms Frangulin A, 521-62-0, EINECS 208-316-2, Franguloside, BRN 0059993, UNII-HXU301W02A, HXU301W02A, 1,8-dihydroxy-3-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyanthracene-9,10-dione, FRANGULIN A [MI], CHEBI:5167, CHEMBL1172006, 5-17-06-00267 (Beilstein Handbook Reference), Anthraquinone, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-1,8-dihydroxy-6-methyl-, 3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-1,8-dihydroxy-6-methyl-9,10-anthracenedione, 9,10-Anthracenedione, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-1,8-dihydroxy-6-methyl-, Frangulin A (8CI), 1,8-Dihydroxy-3-methyl-6-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)anthracene-9,10-dione, 1,8-dihydroxy-3-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-anthracene-9,10-dione, EINECS 274-082-3, 1,8-dihydroxy-3-methyl-6-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-anthracene-9,10-dione, 1,8-dihydroxy-3-methyl-6-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyanthracene-9,10-dione, Frangulin A (Rhamnoxanthin), SCHEMBL1426460, Frangulin A, analytical standard, DTXSID40966459, Emodin-L-rhamnoside, Rhamnoxanthin, 9,10-Anthracenedione, 3-((6-deoxy-L-mannopyranosyl)oxy)-1,8-dihydroxy-6-methyl-, HY-N8344, BDBM50333878, MFCD00016363, 3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-1,8-dihydroxy-6-methylanthraquinone, AKOS040760401, FF65554, FS-10669, CS-0143373, NS00042806, trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy), A828950, Q27106673, 1,8-dihydroxy-3-methyl-6-((2S,3R,4R,5R,6S)-3,4,5-, 4,5-Dihydroxy-7-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl 6-deoxyhexopyranoside, 208-316-2
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 154.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCCC2C(C)C2CC(CC3CCCCC3)CCC12
Np Classifier Class Anthraquinones and anthrones
Deep Smiles O[C@H][C@@H]O[C@H][C@@H][C@H]6O))O))C)))OcccO)ccc6)C=O)ccC6=O))cO)ccc6)C
Heavy Atom Count 30.0
Classyfire Class Anthracenes
Scaffold Graph Node Level OC1C2CCCCC2C(O)C2CC(OC3CCCCO3)CCC12
Classyfire Subclass Anthraquinones
Isotope Atom Count 0.0
Molecular Complexity 683.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 1,8-dihydroxy-3-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyanthracene-9,10-dione
Veber Rule False
Classyfire Superclass Benzenoids
Xlogp 1.4
Gsk 4 400 Rule False
Molecular Formula C21H20O9
Scaffold Graph Node Bond Level O=C1c2ccccc2C(=O)c2cc(OC3CCCCO3)ccc21
Inchi Key DTTVUKLWJFJOHO-FUCRAMRQSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms frangulin, frangulin a
Esol Class Soluble
Functional Groups CO, cC(c)=O, cO, cO[C@@H](C)OC
Compound Name Frangulin A
Exact Mass 416.111
Formal Charge 0.0
Monoisotopic Mass 416.111
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 416.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H20O9/c1-7-3-10-14(12(22)4-7)18(26)15-11(17(10)25)5-9(6-13(15)23)30-21-20(28)19(27)16(24)8(2)29-21/h3-6,8,16,19-24,27-28H,1-2H3/t8-,16-,19+,20+,21-/m0/s1
Smiles C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC3=C(C(=C2)O)C(=O)C4=C(C3=O)C=C(C=C4O)C)O)O)O
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Polycyclic aromatic polyketides

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