Scopolin tetraacetate - Compound Card

Scopolin tetraacetate

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Scopolin tetraacetate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Coumarin Ester
Canonical Smiles COc1cc2ccc(=O)oc2cc1O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C24H26O13/c1-11(25)31-10-19-21(32-12(2)26)22(33-13(3)27)23(34-14(4)28)24(37-19)36-18-9-16-15(8-17(18)30-5)6-7-20(29)35-16/h6-9,19,21-24H,10H2,1-5H3/t19-,21-,22+,23-,24-/m1/s1
InChIKey QLLMKEQDKWNRKE-PFKOEMKTSA-N
Formula C24H26O13
HBA 13
HBD 0
MW 522.46
Rotatable Bonds 8
TPSA 163.1
LogP 1.26
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 522.14
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Chrysothamnus viscidiflorus Asteraceae Plantae 72914

Showing of synonyms

  • Ahmed AA, Hegazy MEF, et al. (2006). Constituents of Chrysothamnus viscidiflorus. Phytochemistry,2006,67,1547-1553. [View] [PubMed]
Pubchem: 14414542
Nmrshiftdb2: 60070999

No compound-protein relationship available.

Structure

SMILES: c1cc(=O)oc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 522.46 g/mol

Structure

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

Level: 0

Mol. Weight: 522.46 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 522.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.31
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.520
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.610
Plasma Protein Binding
68.61
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.380
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.080
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.750
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
8.470
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-460.040
Rat (Acute)
2.560
Rat (Chronic Oral)
2.160
Fathead Minnow
5.330
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
487.890
Hydration Free Energy
-2.640
Log(D) at pH=7.4
1.160
Log(P)
1.71
Log S
-3.96
Log(Vapor Pressure)
-9.1
Melting Point
135.29
pKa Acid
6.0
pKa Basic
-1.43
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9297
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9297
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8987
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8987
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8960
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8960
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8759
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8759
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8703
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8703
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8696
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8696
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8573
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8573
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8569
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8569
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8521
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8521
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8437
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8437
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8420
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8420
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8396
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8396
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8384
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8384
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8353
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8353
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8178
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8178
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8119
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8119
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7827
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7827
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7786
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7786
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7689
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7689
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7541
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7541
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7501
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7501
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7499
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7499
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7473
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7473
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7375
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7375
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7371
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7371
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7356
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7356
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7349
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7349
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7326
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7326
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7253
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7253
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7217
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7217
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7173
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7173
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7162
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7162
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7156
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7156
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7091
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7091
Gene 2 protein Q716H3 Q716H3_BPSFV Shigella phage Sf6 3 0.7068
Gene 2 protein Q716H3 Q716H3_BPSFV Shigella phage Sf6 3 0.7068
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7032
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7032
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7024
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7024
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7020
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7020

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