Baicalein
PubChem CID: 5281605
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| Compound Synonyms | baicalein, 491-67-8, 5,6,7-Trihydroxyflavone, Noroxylin, 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one, Biacalein, BaiKalein, 5,6,7-trihydroxy-2-phenylchromen-4-one, MFCD00017459, NSC 661431, NSC-661431, CHEBI:2979, UNII-49QAH60606, 5,6,7-trihydroxy-2-phenyl-chromen-4-one, NSC661431, 49QAH60606, 5,6,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, CHEMBL8260, 4H-1-Benzopyran-4-one, 5,6,7-trihydroxy-2-phenyl-, DTXSID2022389, 5,7-Trihydroxyflavone, BAICALEIN (USP-RS), BAICALEIN [USP-RS], Sho-saiko-to, SMR000112462, SR-01000597499, Baicalein, 8, Baicalein,(S), 3WL, Baicalein, 14, Baicalein, 98%, Baicalein (Standard), Baicalein (Noroxylin), Spectrum_000427, Tocris-1761, SpecPlus_000758, BAICALEIN [MI], Spectrum2_000466, Spectrum3_001608, Spectrum4_000537, Spectrum5_001418, BAICALEIN [WHO-DD], Oprea1_765614, BSPBio_003215, KBioGR_001173, KBioSS_000907, MLS002473007, MLS006011756, BIDD:ER0121, DivK1c_006854, SCHEMBL139617, SPECTRUM1504002, SPBio_000572, DTXCID802389, GTPL5144, HY-N0196R, KBio1_001798, KBio2_000907, KBio2_003475, KBio2_006043, KBio3_002435, HMS1922O22, HMS2267F15, HMS3268C22, HMS3412F14, HMS3649O19, HMS3655P18, HMS3676F14, ALBB-028286, BCP14393, HY-N0196, TNP00121, BBL027840, BDBM50009001, CCG-38705, LMPK12111095, NSC729192, s2268, STL146746, AKOS005747014, AC-7991, CS-6159, FT66348, NSC-729192, SDCCGMLS-0066744.P001, Baicalein, analytical reference material, SMP1_000037, NCGC00017236-01, NCGC00017236-02, NCGC00017236-03, NCGC00017236-04, NCGC00017236-05, NCGC00017236-06, NCGC00017236-07, NCGC00017236-08, NCGC00017236-10, NCGC00017236-11, NCGC00017236-21, NCGC00025282-01, NCGC00025282-02, NCGC00025282-03, NCGC00025282-04, NCGC00178204-01, AS-57923, PD132943, SY057137, 5,6,7-Trihydroxy-2-phenyl-chroman-4-one, NS00097437, SW219229-1, T2721, EN300-303171, S00113, 5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, AA-504/20839002, Q2879363, SR-01000597499-1, SR-01000597499-3, SR-01000597499-4, SR-01000597499-6, BRD-K72327355-001-02-2, BRD-K72327355-001-06-3, BRD-K72327355-001-13-9, BRD-K72327355-001-14-7, BRD-K72327355-001-15-4, Z1824568302 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 87.0 |
| Hydrogen Bond Donor Count | 3.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC1CC(C2CCCCC2)CC2CCCCC12 |
| Np Classifier Class | Flavones |
| Deep Smiles | Occcoccc=O)c6cc%10O))O)))))cccccc6 |
| Heavy Atom Count | 20.0 |
| Classyfire Class | Flavonoids |
| Description | Baicalein, also known as 5,6,7-trihydroxyflavone or baicalein (old), is a member of the class of compounds known as flavones. Flavones are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, baicalein is considered to be a flavonoid lipid molecule. Baicalein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Baicalein can be found in welsh onion, which makes baicalein a potential biomarker for the consumption of this food product. Baicalein, along with its analogue baicalin, is a positive allosteric modulator of the benzodiazepine site and/or a non-benzodiazepine site of the GABAA receptor. It displays subtype selectivity for α2 and α3 subunit-containing GABAA receptors. In accordance, baicalein shows anxiolytic effects in mice without incidence of sedation or myorelaxation. It is thought that baicalein, along with other flavonoids, may underlie the anxiolytic effects of S. baicalensis and S. lateriflora. Baicalein is also an antagonist of the estrogen receptor, or an antiestrogen . |
| Scaffold Graph Node Level | OC1CC(C2CCCCC2)OC2CCCCC12 |
| Classyfire Subclass | Flavones |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 412.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P15145, P07861, P12527, Q63921, P09917, Q16445, Q02759, Q8K4F2, Q7ZJM1, P11309, P37058, P16581, P16109, P14151, n.a., P18054, P16050, O15296, P23739, P14410, P10253, P80457, Q04760, P35030, P47989, P05412, P16220, P34969, P48147, P27487, P14635, P04150, P10275, Q9Y3R4, P05453, P06804, Q03164, P10828, P46063, Q99714, B2RXH2, P68871, P27695, Q16637, P10636, P25779, P33261, P51450, P00352, Q9F4F7, O97447, Q9Y468, P15917, O75604, P15428, P04637, P54132, P08684, P10635, P11712, P02769, P04062, O75164, O15648, Q96QE3, Q13951, P05177, P04798, Q16678, P39748, Q9UNA4, Q63470, Q9Y253, Q9UBT6, P29990, P22309, P54855, P03372, Q9HC97, P08183, O75496, P38398, Q14191, Q13526, Q57TT1, O42275, P81908, Q86831, P36888, Q9NUW8, P14916, Q9NPD5, Q9Y6L6, O95398, P80404, P53355, P22002, P43250, Q13332, O60341, Q8NEV1, P0DTD1, K9N7C7, P07947, P09467, P37840, P99999 |
| Iupac Name | 5,6,7-trihydroxy-2-phenylchromen-4-one |
| Prediction Hob | 1.0 |
| Veber Rule | True |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Target Id | NPT958, NPT1119, NPT792, NPT511, NPT60, NPT1566, NPT967, NPT5386, NPT1591, NPT1338, NPT46, NPT47, NPT149, NPT48, NPT2930, NPT49, NPT93, NPT51, NPT213, NPT94, NPT864, NPT45, NPT151, NPT539, NPT58, NPT109, NPT110, NPT212, NPT208, NPT1603, NPT1604, NPT1627, NPT668, NPT674, NPT901, NPT1721, NPT4088, NPT2715, NPT1663, NPT2266, NPT920 |
| Xlogp | 1.7 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C15H10O5 |
| Scaffold Graph Node Bond Level | O=c1cc(-c2ccccc2)oc2ccccc12 |
| Prediction Swissadme | 0.0 |
| Inchi Key | FXNFHKRTJBSTCS-UHFFFAOYSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.0 |
| Logs | -3.441 |
| Rotatable Bond Count | 1.0 |
| Logd | 2.248 |
| Synonyms | 5,6,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9CI, Baicalein, Noroxylin, baicalein, baicalen, biacalein |
| Esol Class | Moderately soluble |
| Functional Groups | c=O, cO, coc |
| Compound Name | Baicalein |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 270.053 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 270.053 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 270.24 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | True |
| Esol | -3.2258880000000003 |
| Inchi | InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H |
| Smiles | C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O |
| Nring | 3.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Np Classifier Superclass | Flavonoids |
- 1. Outgoing r'ship
FOUND_INto/from Allium Fistulosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Crambe Hispanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Eucommia Ulmoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Helichrysum Lindleyi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Leucas Aspera (Plant) Rel Props:Reference:ISBN:9770972795006 - 6. Outgoing r'ship
FOUND_INto/from Oroxylum Indicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Pajanelia Longifolia (Plant) Rel Props:Reference:ISBN:9788185042084 - 8. Outgoing r'ship
FOUND_INto/from Parinari Campestris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Plantago Major (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 10. Outgoing r'ship
FOUND_INto/from Prunus Persica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Rheum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 12. Outgoing r'ship
FOUND_INto/from Rheum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 13. Outgoing r'ship
FOUND_INto/from Rheum Palmatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 14. Outgoing r'ship
FOUND_INto/from Rheum Tanguticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 15. Outgoing r'ship
FOUND_INto/from Rotheca Serrata (Plant) Rel Props:Reference:ISBN:9788171360536 - 16. Outgoing r'ship
FOUND_INto/from Scutellaria Baicalensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 17. Outgoing r'ship
FOUND_INto/from Scutellaria Barbata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Scutellaria Galericulata (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 19. Outgoing r'ship
FOUND_INto/from Scutellaria Lateriflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 20. Outgoing r'ship
FOUND_INto/from Scutellaria Likiangensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 21. Outgoing r'ship
FOUND_INto/from Sophora Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 22. Outgoing r'ship
FOUND_INto/from Stizophyllum Riparium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 23. Outgoing r'ship
FOUND_INto/from Terminalia Arjuna (Plant) Rel Props:Reference:ISBN:9788172360818 - 24. Outgoing r'ship
FOUND_INto/from Utricularia Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 25. Outgoing r'ship
FOUND_INto/from Vincetoxicum Amplexicaule (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all