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Chlorogenin

PubChem CID: 12303065

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Compound Synonyms Chlorogenin, 562-34-5, UNII-K8Z178V1DG, K8Z178V1DG, CHLOROGENIN [MI], 5alpha-Spirostan-3beta,6alpha-diol, (25R)-, (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,19-diol, DTXSID30903919, (25R)-5.ALPHA.-SPIROSTAN-3.BETA.,6.ALPHA.-DIOL, SPIROSTAN-3,6-DIOL, (3.BETA.,5.ALPHA.,6.ALPHA.,25R)-, F-Chlorogenin, (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icosane-6,2'-oxane)-16,19-diol, SCHEMBL330411, CHEMBL2047364, CHEBI:188325, DTXCID501331879, (25r)-5a-spirostane-3b,6a-diol, AKOS040763844, FS-7297, DA-51854, CS-0530796, NS00093688, Q27282108, SPIROSTAN-3,6-DIOL, (3BETA,5ALPHA,6ALPHA,25R)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 58.9
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2(CC1)CC1CC3C(CCC4C5CCCCC5CCC43)C1C2
Np Classifier Class Spirostane steroids
Deep Smiles C[C@@H]CC[C@@]OC6))O[C@@H][C@H][C@@H]5C))[C@@][C@@H]C5)[C@@H]C[C@H]O)[C@@H][C@][C@H]6CC%10)))C)CC[C@@H]C6)O))))))))))C
Heavy Atom Count 31.0
Classyfire Class Prenol lipids
Description F-chlorogenin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. F-chlorogenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). F-chlorogenin can be found in soft-necked garlic, which makes F-chlorogenin a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCC2(CC3C(CC4C3CCC3C5CCCCC5CCC34)O2)OC1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 726.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 13.0
Uniprot Id n.a.
Iupac Name (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,19-diol
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.1
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Gsk 4 400 Rule False
Molecular Formula C27H44O4
Scaffold Graph Node Bond Level C1CCC2(CC3C(CC4C3CCC3C5CCCCC5CCC34)O2)OC1
Prediction Swissadme 0.0
Inchi Key PZNPHSFXILSZTM-JUGSJECZSA-N
Silicos It Class Soluble
Fcsp3 1.0
Logs -4.844
Rotatable Bond Count 0.0
Logd 4.742
Synonyms chlorogenin
Esol Class Moderately soluble
Functional Groups CO, CO[C@@](C)(C)OC
Compound Name Chlorogenin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 432.324
Formal Charge 0.0
Monoisotopic Mass 432.324
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 432.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 13.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -5.766899000000002
Inchi InChI=1S/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22+,23+,24+,25-,26+,27-/m1/s1
Smiles C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)C)C)OC1
Nring 6.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Triterpenoids
Np Classifier Superclass Steroids

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