Acteoside - Compound Card

Acteoside

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Acteoside

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]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1C[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
InChI InChI=1S/C30H38O14/c1-14-10-21(25(38)26(39)24(14)37)42-29-27(40)30(41-9-8-16-3-6-18(33)20(35)12-16)43-22(13-31)28(29)44-23(36)7-4-15-2-5-17(32)19(34)11-15/h2-7,11-12,14,21-22,24-35,37-40H,8-10,13H2,1H3/b7-4+/t14-,21-,22-,24+,25+,26-,27-,28-,29-,30-/m1/s1
InChIKey SOOWAABBROYZHA-JKSZLVAJSA-N
Formula C30H38O14
HBA 14
HBD 9
MW 622.62
Rotatable Bonds 10
TPSA 236.06
LogP -0.35
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 622.23
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Ruellia tuberosa Acanthaceae Plantae 441035

Showing of synonyms

  • Samy MN, Khalil HE, et al. (2013). Chemical constituents from the leaves of Ruellia tuberosa. Chemistry of Natural Compounds,2013,49(1),175-176. [View]
Pubchem: 5281800
Kegg Ligand: C10501
Chebi: 132853
Nmrshiftdb2: 60025733
Metabolights: MTBLC132853
Drugbank: DB12996
Bindingdb: 50241867
CPRiL: 2452
Structure

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCC3)COC(C2)OCCc4ccccc4

Level: 3

Mol. Weight: 622.62 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCCc3ccccc3

Level: 2

Mol. Weight: 622.62 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(COCC2)C2OC3CCCCC3

Level: 2

Mol. Weight: 622.62 g/mol

Structure

SMILES: c1ccccc1CCOC(OCC2)CC2OC3CCCCC3

Level: 2

Mol. Weight: 622.62 g/mol

Structure

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 622.62 g/mol

Structure

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 622.62 g/mol

Structure

SMILES: C1CCCCC1OC2CCOCC2

Level: 1

Mol. Weight: 622.62 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 622.62 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 622.62 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 622.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.85
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.090
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.740
Plasma Protein Binding
71.14
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
12.740
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-4.180
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.510
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.010
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
-19328.540
Rat (Acute)
2.310
Rat (Chronic Oral)
4.240
Fathead Minnow
42.390
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
370.300
Hydration Free Energy
-2.920
Log(D) at pH=7.4
0.680
Log(P)
0.5
Log S
-3.75
Log(Vapor Pressure)
-16.09
Melting Point
189.25
pKa Acid
5.04
pKa Basic
5.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9365
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9365
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9204
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9204
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9067
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9067
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8979
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8979
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8923
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8923
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.8768
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.8768
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8762
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8762
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8690
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8690
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8633
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8633
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8600
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8600
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8574
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8574
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8536
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8536
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8381
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8381
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8350
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8350
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8292
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8292
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8278
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8278
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8223
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8223
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8085
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8085
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8061
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8061
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8013
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8013
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7847
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7847
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7812
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7812
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7797
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7797
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7794
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7794
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7789
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7789
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7758
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7758
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7746
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7746
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7729
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7729
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7699
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7699
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7687
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7687
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7656
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7656
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7649
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7649
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7582
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7582
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7540
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7540
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7502
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7502
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7501
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7501
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7496
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7496
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7494
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7494
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7494
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7494
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7456
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7456
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7402
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7402
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7380
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7380
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7364
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7364
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7363
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7363
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7315
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7315
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7258
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7258
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7243
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7243
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7202
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7202
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7185
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7185
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7167
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7167
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7163
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7163
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7155
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7155
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7153
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7153
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7152
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7152
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7140
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7140
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7137
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7137
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7131
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7131
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7125
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7125
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7122
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7122
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7118
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7118
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7118
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7118
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7115
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7115
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7100
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7100
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7096
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7096
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7093
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7093
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7074
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7074
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7074
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7074
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7054
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7054
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7049
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7049
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 3 0.7037
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 3 0.7037
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7032
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7032
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7027
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7027
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7017
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7017
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7008
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7008
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7007

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