Herbacetin 7-glucoside - Compound Card

Herbacetin 7-glucoside

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Herbacetin 7-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Ephedraceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@H]1OC(Oc2cc(O)c3c(c2O)oc(c(c3=O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O12/c22-6-11-13(25)16(28)18(30)21(32-11)31-10-5-9(24)12-15(27)17(29)19(33-20(12)14(10)26)7-1-3-8(23)4-2-7/h1-5,11,13,16,18,21-26,28-30H,6H2/t11-,13-,16+,18-,21?/m1/s1
InChIKey RSPZVQZNRINVPE-AOLXUEKXSA-N
Formula C21H20O12
HBA 12
HBD 8
MW 464.38
Rotatable Bonds 4
TPSA 210.51
LogP -0.54
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 464.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ephedra alata Ephedraceae Plantae 302006

Showing of synonyms

  • Nawwar MAM, El-Sissi HI, et al. (1984). Flavonoid constituents of Ephedra alata. Phytochemistry,1984,23(12),2937-2939. [View]
Pubchem: 21626479

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 464.38 g/mol

Structure

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

Level: 1

Mol. Weight: 464.38 g/mol

Structure

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

Level: 1

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 464.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 464.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.47
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.93
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
71.09
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
12.74
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.85
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.5
Micronucleos
Toxic
NR-AhR
Safe
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
-116.86
Rat (Acute)
2.48
Rat (Chronic Oral)
4.32
Fathead Minnow
3.8
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
638.63
Hydration Free Energy
-4.07
Log(D) at pH=7.4
-0.78
Log(P)
-0.28
Log S
-3.68
Log(Vapor Pressure)
-12.05
Melting Point
209.98
pKa Acid
4.21
pKa Basic
7.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9277
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9277
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9146
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9146
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.9095
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.9095
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8813
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8813
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8759
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8759
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8742
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8742
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8639
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8639
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8634
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8634
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8506
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8506
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.8499
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.8499
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8493
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8493
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8477
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8477
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8364
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8364
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8324
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8324
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8288
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8288
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8210
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8210
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8195
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8195
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8159
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8159
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8148
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8148
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8042
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8042
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8001
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8001
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7975
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7975
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7974
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7974
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7962
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7962
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7961
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7961
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7802
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7802
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7797
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7797
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7780
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7780
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7779
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7779
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7755
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7755
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7745
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7745
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7744
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7744
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 5 0.7742
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 5 0.7742
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7701
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7701
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7690
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7690
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7610
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7610
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7596
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7596
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7589
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7589
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7573
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7573
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7555
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7555
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7522
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7522
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7496
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7496
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7495
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7495
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7465
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7465
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7442
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7442
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7415
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7415
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7411
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7411
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7395
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7395
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7310
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7310
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7297
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7297
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7292
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7292
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7292
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7292
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7272
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7272
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7233
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7233
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7199
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7199
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7179
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7179
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7174
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7174
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7165
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7165
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7150
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7150
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7146
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7146
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7136
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7136
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7127
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7127
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7098
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7098
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7076
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7076
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7066
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7066
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7060
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7060
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7045
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7045
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7020
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7020
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7017
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7017
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7014
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7014
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7013
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7013

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