UCSF

ZINC03872070

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 4th, 2005 19 Yes

Popular Name: Chrysin Chrysin

Find On: PubMed — Wikipedia — Google

CAS Numbers: 480-40-0 , 480-40-1 , [480-40-0]

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.94 3.96 -11.62 2 4 0 71 254.241 1 ↓
Hi High (pH 8-9.5) 2.94 4.94 -56.85 1 4 -1 73 253.233 1 ↓
Mid Mid (pH 6-8) 3.20 4.26 -45.71 1 4 -1 73 253.233 1 ↓

Vendor Notes

Note Type Comments Provided By
biological_source Isol. from Ulmus sieboldiana, Flourensia resinosa, Oroxylum indicum (bark), Pinus and Scutellaria spp. and others ZereneX Building Blocks
Mp [°C] 284 - 290 Acros Organics
MP 284-286o C Indofine
Melting_Point 284-289? Alfa-Aesar
Melting_Point 284-289° Alfa-Aesar
M.P. 285-286 C Indofine
Purity 99% APIChem
Target Cell division control protein 2 homolog(P06493)&Urokinase-type plasminogen activator(P00749)&Matrix metalloproteinase-9(P14780)&Sodium/potassium-transporting ATPase subunit gamma(P54710)&Alpha- and gamma-adaptin-binding protein p34(Q6PD74)&G2/mitotic-spec Herbal Ingredients Targets
Therapy diuretic SMDC MicroSource
Warnings IRRITANT Matrix Scientific
mechanism Lipid peroxidation inhibitor in rat liver microsomes IBScreen Bioactives
Target Others Selleck Chemicals
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics
biological_use Shows antifungal activity IBScreen Bioactives
SOLUBILITY Soluble in 50 mg/ml Pyridine Indofine
UniProt Database Links SOT5_ARATH; UBGAT_SCUBA ChEBI
APPEARANCE Yellow-tan powder Indofine

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ABCG2-1-E ATP-binding Cassette Sub-family G Member 2 (cluster #1 Of 2), Eukaryotic Eukaryotes 2600 0.41 Binding ≤ 10μM
ALDR-1-E Aldose Reductase (cluster #1 Of 5), Eukaryotic Eukaryotes 7790 0.38 Binding ≤ 10μM
AOFA-4-E Monoamine Oxidase A (cluster #4 Of 8), Eukaryotic Eukaryotes 1600 0.43 Binding ≤ 10μM
AOFB-4-E Monoamine Oxidase B (cluster #4 Of 8), Eukaryotic Eukaryotes 1600 0.43 Binding ≤ 10μM
CBR1-1-E Carbonyl Reductase [NADPH] 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 670 0.45 Binding ≤ 10μM
CCNB1-1-E G2/mitotic-specific Cyclin B1 (cluster #1 Of 2), Eukaryotic Eukaryotes 6200 0.38 Binding ≤ 10μM
CCNB2-1-E G2/mitotic-specific Cyclin B2 (cluster #1 Of 2), Eukaryotic Eukaryotes 6200 0.38 Binding ≤ 10μM
CCNB3-1-E G2/mitotic-specific Cyclin B3 (cluster #1 Of 2), Eukaryotic Eukaryotes 6200 0.38 Binding ≤ 10μM
CDK1-1-E Cyclin-dependent Kinase 1 (cluster #1 Of 4), Eukaryotic Eukaryotes 6200 0.38 Binding ≤ 10μM
CDK6-1-E Cyclin-dependent Kinase 6 (cluster #1 Of 1), Eukaryotic Eukaryotes 6000 0.38 Binding ≤ 10μM
CP19A-3-E Cytochrome P450 19A1 (cluster #3 Of 3), Eukaryotic Eukaryotes 2600 0.41 Binding ≤ 10μM
CP1B1-1-E Cytochrome P450 1B1 (cluster #1 Of 1), Eukaryotic Eukaryotes 24 0.56 Binding ≤ 10μM
GBRA1-1-E GABA Receptor Alpha-1 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 3020 0.41 Binding ≤ 10μM
GBRA2-1-E GABA Receptor Alpha-2 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 3020 0.41 Binding ≤ 10μM
GBRA3-1-E GABA Receptor Alpha-3 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 3020 0.41 Binding ≤ 10μM
GBRA4-1-E GABA Receptor Alpha-4 Subunit (cluster #1 Of 7), Eukaryotic Eukaryotes 3020 0.41 Binding ≤ 10μM
GBRA5-1-E GABA Receptor Alpha-5 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 3020 0.41 Binding ≤ 10μM
GBRA6-6-E GABA Receptor Alpha-6 Subunit (cluster #6 Of 8), Eukaryotic Eukaryotes 3020 0.41 Binding ≤ 10μM
GSK3A-2-E Glycogen Synthase Kinase-3 Alpha (cluster #2 Of 3), Eukaryotic Eukaryotes 7200 0.38 Binding ≤ 10μM
GSK3B-7-E Glycogen Synthase Kinase-3 Beta (cluster #7 Of 7), Eukaryotic Eukaryotes 7200 0.38 Binding ≤ 10μM
Q965D6-1-E 3-oxoacyl-acyl-carrier Protein Reductase (cluster #1 Of 2), Eukaryotic Eukaryotes 10000 0.37 Binding ≤ 10μM
XDH-2-E Xanthine Dehydrogenase (cluster #2 Of 2), Eukaryotic Eukaryotes 840 0.45 Binding ≤ 10μM
CP1A1-1-E Cytochrome P450 1A1 (cluster #1 Of 3), Eukaryotic Eukaryotes 42 0.54 ADME/T ≤ 10μM
CP1A2-1-E Cytochrome P450 1A2 (cluster #1 Of 3), Eukaryotic Eukaryotes 84 0.52 ADME/T ≤ 10μM
CP1B1-1-E Cytochrome P450 1B1 (cluster #1 Of 3), Eukaryotic Eukaryotes 16 0.57 ADME/T ≤ 10μM
CP2C9-1-E Cytochrome P450 2C9 (cluster #1 Of 3), Eukaryotic Eukaryotes 5225 0.39 ADME/T ≤ 10μM
Z104294-2-O Cyclin-dependent Kinase 5/CDK5 Activator 1 (cluster #2 Of 2), Other Other 3100 0.41 Binding ≤ 10μM
Z104301-4-O GABA-A Receptor; Anion Channel (cluster #4 Of 8), Other Other 920 0.44 Binding ≤ 10μM
Z50607-3-O Human Immunodeficiency Virus 1 (cluster #3 Of 10), Other Other 5000 0.39 Functional ≤ 10μM
Z80166-1-O HT-29 (Colon Adenocarcinoma Cells) (cluster #1 Of 12), Other Other 3100 0.41 Functional ≤ 10μM
Z80470-1-O SGC-7901 (Gastric Carcinoma Cells) (cluster #1 Of 2), Other Other 5800 0.39 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CBR1_HUMAN P16152 Carbonyl Reductase [NADPH] 1, Human 110 0.51 Binding ≤ 1μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 1 0.66 Binding ≤ 1μM
CP1B1_HUMAN Q16678 Cytochrome P450 1B1, Human 24 0.56 Binding ≤ 1μM
Z104301 Z104301 GABA-A Receptor; Anion Channel 920 0.44 Binding ≤ 1μM
XDH_HUMAN P47989 Xanthine Dehydrogenase, Human 840 0.45 Binding ≤ 1μM
Q965D6_PLAFA Q965D6 3-oxoacyl-acyl-carrier Protein Reductase, Plafa 10000 0.37 Binding ≤ 10μM
ALDR_BOVIN P16116 Aldose Reductase, Bovin 7790 0.38 Binding ≤ 10μM
ALDR_HUMAN P15121 Aldose Reductase, Human 7780 0.38 Binding ≤ 10μM
ABCG2_HUMAN Q9UNQ0 ATP-binding Cassette Sub-family G Member 2, Human 1500 0.43 Binding ≤ 10μM
CBR1_HUMAN P16152 Carbonyl Reductase [NADPH] 1, Human 110 0.51 Binding ≤ 10μM
CDK1_HUMAN P06493 Cyclin-dependent Kinase 1, Human 6200 0.38 Binding ≤ 10μM
Z104294 Z104294 Cyclin-dependent Kinase 5/CDK5 Activator 1 3100 0.41 Binding ≤ 10μM
CDK6_HUMAN Q00534 Cyclin-dependent Kinase 6, Human 6000 0.38 Binding ≤ 10μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 1 0.66 Binding ≤ 10μM
CP1B1_HUMAN Q16678 Cytochrome P450 1B1, Human 24 0.56 Binding ≤ 10μM
CCNB1_HUMAN P14635 G2/mitotic-specific Cyclin B1, Human 6200 0.38 Binding ≤ 10μM
CCNB2_HUMAN O95067 G2/mitotic-specific Cyclin B2, Human 6200 0.38 Binding ≤ 10μM
CCNB3_HUMAN Q8WWL7 G2/mitotic-specific Cyclin B3, Human 6200 0.38 Binding ≤ 10μM
GBRA1_HUMAN P14867 GABA Receptor Alpha-1 Subunit, Human 3019.95172 0.41 Binding ≤ 10μM
GBRA2_HUMAN P47869 GABA Receptor Alpha-2 Subunit, Human 3019.95172 0.41 Binding ≤ 10μM
GBRA3_HUMAN P34903 GABA Receptor Alpha-3 Subunit, Human 3019.95172 0.41 Binding ≤ 10μM
GBRA4_HUMAN P48169 GABA Receptor Alpha-4 Subunit, Human 3019.95172 0.41 Binding ≤ 10μM
GBRA5_HUMAN P31644 GABA Receptor Alpha-5 Subunit, Human 3019.95172 0.41 Binding ≤ 10μM
GBRA6_HUMAN Q16445 GABA Receptor Alpha-6 Subunit, Human 3019.95172 0.41 Binding ≤ 10μM
Z104301 Z104301 GABA-A Receptor; Anion Channel 920 0.44 Binding ≤ 10μM
GSK3A_HUMAN P49840 Glycogen Synthase Kinase-3 Alpha, Human 7200 0.38 Binding ≤ 10μM
GSK3B_HUMAN P49841 Glycogen Synthase Kinase-3 Beta, Human 7200 0.38 Binding ≤ 10μM
AOFA_HUMAN P21397 Monoamine Oxidase A, Human 1600 0.43 Binding ≤ 10μM
AOFB_HUMAN P27338 Monoamine Oxidase B, Human 1600 0.43 Binding ≤ 10μM
XDH_HUMAN P47989 Xanthine Dehydrogenase, Human 840 0.45 Binding ≤ 10μM
Z80166 Z80166 HT-29 (Colon Adenocarcinoma Cells) 3100 0.41 Functional ≤ 10μM
Z50607 Z50607 Human Immunodeficiency Virus 1 5000 0.39 Functional ≤ 10μM
Z80470 Z80470 SGC-7901 (Gastric Carcinoma Cells) 5800 0.39 Functional ≤ 10μM
CP1A1_HUMAN P04798 Cytochrome P450 1A1, Human 153 0.50 ADME/T ≤ 10μM
CP1A2_HUMAN P05177 Cytochrome P450 1A2, Human 54 0.54 ADME/T ≤ 10μM
CP1B1_HUMAN Q16678 Cytochrome P450 1B1, Human 16 0.57 ADME/T ≤ 10μM
CP2C9_HUMAN P11712 Cytochrome P450 2C9, Human 5225 0.39 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Abacavir transmembrane transport
Activation of NIMA Kinases NEK9, NEK6, NEK7
Aflatoxin activation and detoxification
AKT phosphorylates targets in the cytosol
APC truncation mutants have impaired AXIN binding
APC/C:Cdc20 mediated degradation of Cyclin B
Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2
AXIN missense mutants destabilize the destruction complex
Beta-catenin phosphorylation cascade
Chk1/Chk2(Cds1) mediated inactivation of Cyclin B:Cdk1 complex
Condensation of Prometaphase Chromosomes
Condensation of Prophase Chromosomes
Constitutive PI3K/AKT Signaling in Cancer
CRMPs in Sema3A signaling
Cyclin A/B1 associated events during G2/M transition
Cyclin B2 mediated events
Cyclin D associated events in G1
CYP2E1 reactions
Degradation of beta-catenin by the destruction complex
Depolymerisation of the Nuclear Lamina
disassembly of the destruction complex and recruitment of AXIN to the membrane
E2F mediated regulation of DNA replication
E2F-enabled inhibition of pre-replication complex formation
Endogenous sterols
Enzymatic degradation of dopamine by COMT
Enzymatic degradation of Dopamine by monoamine oxidase
ERK1 activation
Estrogen biosynthesis
G0 and Early G1
G1/S-Specific Transcription
G2/M DNA replication checkpoint
GABA A receptor activation
Golgi Cisternae Pericentriolar Stack Reorganization
Iron uptake and transport
Ligand-gated ion channel transport
Loss of Nlp from mitotic centrosomes
Loss of proteins required for interphase microtubule organization from the ce
MASTL Facilitates Mitotic Progression
Metabolism of serotonin
Methylation
misspliced GSK3beta mutants stabilize beta-catenin
Monoamines are oxidized to aldehydes by MAOA and MAOB, producing NH3 and H2O2
Norepinephrine Neurotransmitter Release Cycle
Nuclear Pore Complex (NPC) Disassembly
Oncogene Induced Senescence
Oxidative Stress Induced Senescence
Phosphorylation of Emi1
Phosphorylation of proteins involved in the G2/M transition by Cyclin A:Cdc2 com
Phosphorylation of the APC/C
Polo-like kinase mediated events
PPARA activates gene expression
Pregnenolone biosynthesis
Purine catabolism
Recruitment of mitotic centrosome proteins and complexes
Recruitment of NuMA to mitotic centrosomes
Regulation of APC/C activators between G1/S and early anaphase
Regulation of HSF1-mediated heat shock response
Regulation of PLK1 Activity at G2/M Transition
Resolution of Sister Chromatid Cohesion
S33 mutants of beta-catenin aren't phosphorylated
S37 mutants of beta-catenin aren't phosphorylated
S45 mutants of beta-catenin aren't phosphorylated
Senescence-Associated Secretory Phenotype (SASP)
Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE)
Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET)
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)
T41 mutants of beta-catenin aren't phosphorylated
truncations of AMER1 destabilize the destruction complex
XBP1(S) activates chaperone genes
Xenobiotics

Analogs ( Draw Identity 99% 90% 80% 70% )