Bioside - Compound Card

Bioside

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Bioside

Structure
Zoomed Structure
  • Family: Plantae - Acanthaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glycoside
Canonical Smiles OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1C[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
InChI InChI=1S/C21H32O11/c1-9-6-13(16(26)18(28)15(9)25)31-20-17(27)14(8-22)32-21(19(20)29)30-5-4-10-2-3-11(23)12(24)7-10/h2-3,7,9,13-29H,4-6,8H2,1H3/t9-,13-,14-,15+,16+,17-,18-,19-,20+,21-/m1/s1
InChIKey RTWJFKQKLFBMAZ-ANIILPIFSA-N
Formula C21H32O11
HBA 11
HBD 8
MW 460.48
Rotatable Bonds 7
TPSA 189.53
LogP -2.03
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.71
Exact Mass 460.19
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ruellia patula Acanthaceae Plantae 441006

Showing of synonyms

  • Samy MN, Khalil HE, et al. (2011). Three new flavonoid glycosides, byzantionoside B 6’-O-Sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula. Chemical and Pharmaceutical Bulletin,2011,59(6),725-729. [View] [PubMed]
Pubchem: 162817631

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CCOC(OCC2)CC2OC3CCCCC3

Level: 2

Mol. Weight: 460.48 g/mol

Structure

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 460.48 g/mol

Structure

SMILES: C1CCCCC1OC2CCOCC2

Level: 1

Mol. Weight: 460.48 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 460.48 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 460.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 460.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.46
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.590
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.650
Plasma Protein Binding
67.82
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
8.180
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.290
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.410
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.820
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
-57.550
Rat (Acute)
2.320
Rat (Chronic Oral)
3.710
Fathead Minnow
3.330
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
555.740
Hydration Free Energy
-5.260
Log(D) at pH=7.4
-0.270
Log(P)
-1.02
Log S
-2.04
Log(Vapor Pressure)
-14.99
Melting Point
161.87
pKa Acid
4.66
pKa Basic
7.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.9462
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.9462
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.9357
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.9357
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9348
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9348
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9257
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9257
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9196
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9196
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9097
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9097
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8693
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8693
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8634
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8634
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8593
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8593
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8516
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8516
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8393
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8393
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8372
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8372
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8329
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8329
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8211
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8211
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8201
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8201
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8200
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8200
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8191
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8191
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8189
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8189
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8185
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8185
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8172
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8172
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.8048
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.8048
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7962
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7962
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7943
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7943
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7882
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7882
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7874
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7874
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7643
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7643
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7612
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7612
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7561
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7561
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7492
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7492
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7479
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7479
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7449
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7449
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7431
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7431
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7379
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7379
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7375
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7375
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7339
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7339
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7304
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7304
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7297
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7297
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7271
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7271
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7269
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7269
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7248
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7248
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7246
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7246
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7222
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7222
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7210
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7210
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7188
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7188
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7185
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7185
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7177
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7177
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7177
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7177
7-methylguanosine phosphate-specific 5'-nucleotidase Q9W197 5NT3B_DROME Drosophila melanogaster 4 0.7158
7-methylguanosine phosphate-specific 5'-nucleotidase Q9W197 5NT3B_DROME Drosophila melanogaster 4 0.7158
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7147
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7147
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7133
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7133
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7132
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7132
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7123
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7123
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7120
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7120
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7117
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7117
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7111
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7111
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7108
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7108
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7094
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7094
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7092
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7092
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7084
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7084
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7081
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7081
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7070
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7070
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7068
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7068
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7052
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7052
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7049
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7049
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7046
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7046
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7041
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7041
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7036
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7036
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7032
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7032
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7030
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7030
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 3 0.7029
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 3 0.7029
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7026
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7026
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7017
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7017
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7015
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7015
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7013
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7013

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