Isorhamnetin 3-glucoside - Compound Card

Isorhamnetin 3-glucoside

Select a section from the left sidebar

Isorhamnetin 3-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(ccc(c2OC)O)c2cc(=O)c3c(o2)cc(cc3O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H22O12/c1-31-21-10(25)3-2-9(13-6-12(27)16-11(26)4-8(24)5-14(16)32-13)20(21)34-22-19(30)18(29)17(28)15(7-23)33-22/h2-6,15,17-19,22-26,28-30H,7H2,1H3/t15-,17-,18+,19-,22+/m1/s1
InChIKey ROCABZXJGSDJEA-LNBCOLIQSA-N
Formula C22H22O12
HBA 12
HBD 7
MW 478.41
Rotatable Bonds 5
TPSA 199.51
LogP -0.24
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 478.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona scabra Asteraceae Plantae 211591

Showing of synonyms

  • Ahmed AA, Mabry TJ (1987). Flavonoids from Iphiona scabra. Phytochemistry,1987,26(5),1517-1518. [View]
Pubchem: 162816898
Nmrshiftdb2: 60073747

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3c(cccc3)OC4CCCCO4

Level: 2

Mol. Weight: 478.41 g/mol

Structure

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

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 478.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.74
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.580
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.820
Plasma Protein Binding
77.81
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
13.770
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.440
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.880
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.150
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
-179.630
Rat (Acute)
2.290
Rat (Chronic Oral)
4.090
Fathead Minnow
3.960
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
638.620
Hydration Free Energy
-3.610
Log(D) at pH=7.4
0.360
Log(P)
0.43
Log S
-4.89
Log(Vapor Pressure)
-11.56
Melting Point
198.1
pKa Acid
5.6
pKa Basic
6.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9156
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9156
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9057
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9057
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8930
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8930
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8632
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8632
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8613
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8613
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8612
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8612
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8590
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8590
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8420
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8420
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8375
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8375
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8331
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8331
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8213
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8213
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8140
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8140
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8082
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8082
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8078
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8078
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8059
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8059
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8042
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8042
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.8039
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.8039
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8008
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8008
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7978
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7978
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7939
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7939
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7896
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7896
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7804
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7804
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7785
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7785
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7683
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7683
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7647
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7647
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7575
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7575
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7533
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7533
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7509
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7509
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7476
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7476
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7448
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7448
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7417
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7417
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7414
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7414
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7412
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7412
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7395
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7395
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7343
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7343
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7309
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7309
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7247
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7247
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7208
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7208
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7202
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7202
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7192
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7192
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7187
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7187
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7154
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7154
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7072
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7072
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7061
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7061
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7025
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7025
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7020
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7020
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7019
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7019
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7005
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7005

Download SDF