Chrysin-7-O-beta-glucoside - Compound Card

Chrysin-7-O-beta-glucoside

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Chrysin-7-O-beta-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles OCC1OC(Oc2cc(O)c3c(c2)oc(cc3=O)c2ccccc2)C(C(C1O)O)O
InChI InChI=1S/C21H20O9/c22-9-16-18(25)19(26)20(27)21(30-16)28-11-6-12(23)17-13(24)8-14(29-15(17)7-11)10-4-2-1-3-5-10/h1-8,16,18-23,25-27H,9H2
InChIKey PIJHQWMTZXDYER-UHFFFAOYSA-N
Formula C21H20O9
HBA 9
HBD 5
MW 416.38
Rotatable Bonds 4
TPSA 149.82
LogP 0.34
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 416.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia lasiantha Leguminosae/Fabaceae Plantae 185969

Showing of synonyms

  • Daniel B, Solomon D, et al. (2021). A coumestan and a coumaronochromone from Millettia lasiantha. Biochemical Systematics and Ecology, 2021, 97,104277. [View]
Pubchem: 15558424
Nmrshiftdb2: 80004228

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 416.38 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 416.38 g/mol

Structure

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

Level: 1

Mol. Weight: 416.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 416.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 416.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 416.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.22
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.96
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.09
Plasma Protein Binding
38.45
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-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
8.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.92
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.83
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-32.52
Rat (Acute)
2.6
Rat (Chronic Oral)
3.78
Fathead Minnow
4.19
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
539.0
Hydration Free Energy
-6.9
Log(D) at pH=7.4
1.33
Log(P)
1.38
Log S
-3.69
Log(Vapor Pressure)
-11.8
Melting Point
199.41
pKa Acid
5.1
pKa Basic
6.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9650
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9565
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9477
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9337
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.9256
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8980
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8949
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8880
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8869
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8867
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8858
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8851
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8847
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8832
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8795
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8748
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8719
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8709
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8682
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8652
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8635
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8615
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8606
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8591
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8537
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8535
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8534
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8515
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8502
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8444
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8425
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8398
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8352
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 3 0.8337
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8320
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8291
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8255
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8252
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8245
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8215
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8213
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8205
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8192
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8168
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8168
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8162
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.8155
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8145
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8142
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8075
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8059
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.8056
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 3 0.8047
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7967
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7965
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7929
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7912
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7884
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7883
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7847
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7832
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7826
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7825
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7778
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7748
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7734
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7727
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7694
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7690
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7647
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7631
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7602
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7601
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7593
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7588
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7579
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7578
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7567
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7553
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7535
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7528
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7523
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7492
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7491
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7479
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7424
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7420
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7419
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7416
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7403
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7400
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7371
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7353
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7351
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7333
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7332
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7325
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7320
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7310
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7300
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7298
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7292
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7291
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7290
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7287
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7282
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7280
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7264
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7264
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7263
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7261
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7260
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7259
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7249
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7245
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7245
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7243
Serine endoprotease DegS P0AEE3 DEGS_ECOLI Escherichia coli 4 0.7242
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7235
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7232
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7231
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7228
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 4 0.7206
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7192
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7184
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7184
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7183
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7169
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7169
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7167
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7165
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7163
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7157
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7155
Fumarate reductase subunit D P0A8Q3 FRDD_ECOLI Escherichia coli 2 0.7146
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7142
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7135
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7124
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7113
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7111
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7091
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7081
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7080
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7079
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7078
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 2 0.7074
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7070
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7066
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7052
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7049
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7048
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7045
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7043
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7042
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7039
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7036
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7036
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7035
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7025
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7015
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7014
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7013
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7011
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7008
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7001

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