Scutellarein - Compound Card

Scutellarein

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Scutellarein

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)O)O
InChI InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H
InChIKey JVXZRQGOGOXCEC-UHFFFAOYSA-N
Formula C15H10O6
HBA 6
HBD 4
MW 286.24
Rotatable Bonds 1
TPSA 111.13
LogP 2.28
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 286.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rosmarinuseriocalyx Lamiaceae Plantae

Showing of synonyms

  • Boudiar T, Lozano-Sánchez J, et al. (2019). Phytochemical characterization of bioactive compounds composition of Rosmarinus eriocalyx by RP–HPLC–ESI–QTOF–MS. Natural product research, 2019, 33(15), 2208-2214. [View] [PubMed]
Pubchem: 5281697
Kegg Ligand: C10184
Chebi: 9062
Nmrshiftdb2: 60022701
Metabolights: MTBLC9062
Bindingdb: 23411
CPRiL: 56006
Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 286.24 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 286.24 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 286.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.150
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.800
Plasma Protein Binding
93.3
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.690
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.450
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.470
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.370
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.870
Rat (Acute)
2.410
Rat (Chronic Oral)
3.270
Fathead Minnow
4.290
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
491.480
Hydration Free Energy
-12.680
Log(D) at pH=7.4
2.250
Log(P)
2.64
Log S
-3.38
Log(Vapor Pressure)
-9.34
Melting Point
337.84
pKa Acid
5.59
pKa Basic
7.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9789
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9711
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9462
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9270
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9252
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9143
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9108
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9071
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9016
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8975
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8952
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8931
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8893
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8873
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8843
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8827
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8813
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8812
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8791
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.8790
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8788
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8772
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8702
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8688
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.8671
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8656
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8637
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8631
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8600
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8596
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8588
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8578
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8571
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8511
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8507
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8507
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8500
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8498
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8498
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8490
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8485
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8473
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8463
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8393
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.8362
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8347
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8297
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8287
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8266
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 4 0.8255
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8244
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8239
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8201
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8185
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8089
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8055
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8043
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8038
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8008
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7992
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7991
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7986
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7986
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7917
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7917
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7896
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7886
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7876
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7868
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7861
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7826
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7818
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7803
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7793
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7791
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7785
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7782
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7776
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7748
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7734
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7725
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.7715
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7696
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7675
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7670
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7670
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7669
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7663
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7662
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7659
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7658
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7639
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7634
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7604
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7582
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7576
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7566
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7553
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7544
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7540
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7528
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7504
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7491
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7491
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 6 0.7483
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7482
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7472
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7451
Mitogen-activated protein kinase kinase kinase 7 O43318 M3K7_HUMAN Homo sapiens 4 0.7448
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7422
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7413
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7393
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7388
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7383
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7379
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7369
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7362
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7357
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7353
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7324
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7318
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7314
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7276
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7262
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7261
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7250
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7249
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7248
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7248
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7238
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7234
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7230
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7223
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7217
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7205
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7197
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7160
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7160
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7159
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7142
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7133
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7132
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7124
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7122
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7121
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7119
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7115
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7111
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7102
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7093
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7089
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7087
Serine/threonine-protein kinase MRCK beta Q9Y5S2 MRCKB_HUMAN Homo sapiens 4 0.7072
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7067
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7047
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7042
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7042
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7040
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7031
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7027
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7024
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7024
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7015
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7005
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7004

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