Hyperin - Compound Card

Hyperin

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Hyperin

Structure
Zoomed Structure
  • Family: Plantae - Rosaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)C(C([C@H]1O)O)O
InChI InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17?,18?,21+/m1/s1
InChIKey OVSQVDMCBVZWGM-WVTKYERHSA-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 Cotoneaster orbicularis Rosaceae Plantae 1851000

Showing of synonyms

  • El-Mousallamy AM, Hussein SA, et al. (2000). Unusual phenolic glycosides from Cotoneaster orbicularis. Phytochemistry,2000,53(6),699-704. [View] [PubMed]
Pubchem: 44259091
CPRiL: 56830
Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)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)
-6.26
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.830
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.820
Plasma Protein Binding
73.01
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
13.190
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.510
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.140
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.920
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
-107.220
Rat (Acute)
2.420
Rat (Chronic Oral)
3.870
Fathead Minnow
3.840
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
644.730
Hydration Free Energy
-4.700
Log(D) at pH=7.4
-0.150
Log(P)
0.63
Log S
-4.18
Log(Vapor Pressure)
-11.53
Melting Point
209.23
pKa Acid
5.43
pKa Basic
8.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8962
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8962
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8920
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8920
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8894
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8894
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8874
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8874
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8705
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8705
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8657
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8657
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8631
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8631
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8626
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8626
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8457
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8457
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8387
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8387
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8376
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8376
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8347
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8347
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8309
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8309
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8282
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8282
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8230
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8230
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8201
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8201
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8178
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8178
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8178
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8178
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8030
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8030
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7985
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7985
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7984
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7984
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7944
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7944
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7890
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7890
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 4 0.7881
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 4 0.7881
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7880
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7880
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7870
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7870
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7862
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7862
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7811
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7811
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7803
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7803
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7792
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7792
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7778
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7778
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7709
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7709
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7709
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7709
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7644
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7644
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7626
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7626
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7625
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7625
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7623
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7623
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7550
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7550
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7515
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7515
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7496
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7496
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7463
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7463
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7357
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7357
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7355
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7355
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7267
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7267
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7255
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7255
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7245
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7245
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7218
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7218
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7195
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7195
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7194
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7194
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7184
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7184
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7157
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7157
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7149
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7149
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7113
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7113
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7106
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7106
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7080
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7080
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7076
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7076
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7076
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7076
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7064
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7064
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7059
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7059
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7044
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7044
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7030
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7030
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7017
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7017
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7013
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7013
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7011
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7011

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