Polyanthin - Compound Card

Polyanthin

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Polyanthin

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Sesquiterpene Coumarin
Canonical Smiles CC(=O)O[C@@H]1CC[C@@]2([C@@H](C1(C)C)CCC(=C)[C@@H]2COc1ccc2c(c1)oc(=O)cc2)C
InChI InChI=1S/C26H32O5/c1-16-6-10-22-25(3,4)23(30-17(2)27)12-13-26(22,5)20(16)15-29-19-9-7-18-8-11-24(28)31-21(18)14-19/h7-9,11,14,20,22-23H,1,6,10,12-13,15H2,2-5H3/t20-,22+,23+,26-/m0/s1
InChIKey MNGYOFNIAOWXIT-IOUIBGKWSA-N
Formula C26H32O5
HBA 5
HBD 0
MW 424.54
Rotatable Bonds 4
TPSA 65.74
LogP 5.51
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 424.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula assa-foetida Apiaceae Plantae 52471

Showing of synonyms

  • El-Razek MHA, Ohta S, et al. (2001). Sesquiterpene coumarins from the roots of Ferula assa-foetida. Phytochemistry,2001,58(8),1289-1295. [View]
Pubchem: 1801488
Nmrshiftdb2: 60079930

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCC(=C)C2COc(cc3)cc(c34)oc(=O)cc4

Level: 1

Mol. Weight: 424.54 g/mol

Structure

SMILES: C=C(C1)CCC(C12)CCCC2

Level: 0

Mol. Weight: 424.54 g/mol

Structure

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

Level: 0

Mol. Weight: 424.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.58
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.55
Plasma Protein Binding
96.89
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.96
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.8
Micronucleos
Safe
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
-38.15
Rat (Acute)
2.76
Rat (Chronic Oral)
1.67
Fathead Minnow
4.32
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
470.86
Hydration Free Energy
-3.74
Log(D) at pH=7.4
4.3
Log(P)
5.23
Log S
-6.22
Log(Vapor Pressure)
-8.3
Melting Point
135.75
pKa Acid
8.47
pKa Basic
6.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9669
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9669
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9531
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9531
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9490
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9490
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.9459
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.9459
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9431
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9431
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9075
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9075
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8808
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8808
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8706
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8706
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8643
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8643
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8585
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8585
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8332
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8332
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8192
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8192
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8125
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8125
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8086
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8086
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.8079
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.8079
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8067
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8067
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8009
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8009
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7975
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7975
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7881
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7881
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7868
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7868
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7832
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7832
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7746
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7746
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7725
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7725
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7723
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7723
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7681
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7681
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7669
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7669
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7625
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7625
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7580
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7580
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7574
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7574
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7572
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7572
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7569
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7569
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7556
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7556
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7508
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7508
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7507
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7507
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7471
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7471
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7468
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7468
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7465
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7465
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7459
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7459
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7458
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7458
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7443
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7443
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7435
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7435
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7428
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7428
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7427
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7427
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7415
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7415
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7390
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7390
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7382
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7382
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7377
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7377
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7348
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7348
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7348
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7348
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7345
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7345
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7331
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7331
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7307
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7307
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7301
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7301
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7300
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7300
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7243
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7243
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7230
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7230
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7223
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7223
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7222
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7222
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7218
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7218
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7200
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7200
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7198
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7198
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7194
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7194
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7193
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7193
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7190
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7190
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7187
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7187
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7160
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7160
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7147
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7147
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7134
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7134
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7134
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7134
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7133
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7133
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7132
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7132
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7113
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7113
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7108
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7108
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7106
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7106
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7106
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7106
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7101
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7101
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7065
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7065
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7062
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7062
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7060
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7060
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7048
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7048
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7038
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7038

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