Herbacetin 7-O-(6''-quinylglucoside) - Compound Card

Herbacetin 7-O-(6''-quinylglucoside)

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Herbacetin 7-O-(6''-quinylglucoside)

Structure
Zoomed Structure
  • Family: Plantae - Ephedraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glucoside
Canonical Smiles O[C@H]1C(O[C@@H]([C@H]([C@@H]1O)O)COC(=O)[C@]1(O)C[C@@H](O)[C@H]([C@@H](C1)O)O)Oc1cc(O)c2c(c1O)oc(c(c2=O)O)c1ccc(cc1)O
InChI InChI=1S/C28H30O17/c29-10-3-1-9(2-4-10)24-22(38)20(36)16-11(30)5-14(19(35)25(16)45-24)43-26-23(39)21(37)18(34)15(44-26)8-42-27(40)28(41)6-12(31)17(33)13(32)7-28/h1-5,12-13,15,17-18,21,23,26,29-35,37-39,41H,6-8H2/t12-,13-,15-,17-,18-,21+,23-,26?,28+/m1/s1
InChIKey KNYZHZVZURTVHM-AWHUHQEUSA-N
Formula C28H30O17
HBA 17
HBD 11
MW 638.53
Rotatable Bonds 6
TPSA 297.5
LogP -2.38
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.43
Exact Mass 638.15
Number of Lipinski Rule Violations 3
# 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: 162974211

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1C(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)oc(cc4=O)-c5ccccc5

Level: 3

Mol. Weight: 638.53 g/mol

Structure

SMILES: C1CCCCC1C(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)occc4=O

Level: 2

Mol. Weight: 638.53 g/mol

Structure

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

Level: 2

Mol. Weight: 638.53 g/mol

Structure

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

Level: 1

Mol. Weight: 638.53 g/mol

Structure

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

Level: 1

Mol. Weight: 638.53 g/mol

Structure

SMILES: C1CCCCC1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 638.53 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 638.53 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 638.53 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 638.53 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 638.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.45
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
18.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.65
Plasma Protein Binding
59.48
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
7.74
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.67
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.73
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.8
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
-30335.54
Rat (Acute)
2.39
Rat (Chronic Oral)
4.32
Fathead Minnow
54.76
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
331.22
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-1.44
Log(P)
-1.41
Log S
-3.57
Log(Vapor Pressure)
-18.68
Melting Point
217.13
pKa Acid
2.56
pKa Basic
8.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9141
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9141
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8910
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8910
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8762
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8762
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8739
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8739
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8728
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8728
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8710
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8710
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8532
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8532
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8492
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8492
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8397
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8397
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8199
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8199
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8189
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8189
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8021
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8021
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8017
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8017
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7941
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7941
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7896
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7896
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7888
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7888
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7835
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7835
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7824
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7824
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7806
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7806
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7802
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7802
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7795
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7795
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7793
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7793
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7773
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7773
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 5 0.7762
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 5 0.7762
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7751
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7751
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7735
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7735
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7704
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7704
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7546
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7546
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7526
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7526
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7502
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7502
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7484
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7484
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7470
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7470
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7407
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7407
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7405
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7405
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7376
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7376
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7358
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7358
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7328
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7328
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7289
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7289
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7278
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7278
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7277
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7277
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7276
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7276
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7265
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7265
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7193
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7193
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7168
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7168
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7166
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7166
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7154
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7154
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7149
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7149
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7137
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7137
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7136
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7136
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7108
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7108
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7100
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7100
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7087
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7087
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.7085
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.7085
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7042
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7042

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