Casimiroin - Compound Card

Casimiroin

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Casimiroin

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc(=O)n(c2c1ccc1c2OCO1)C
InChI InChI=1S/C12H11NO4/c1-13-10(14)5-9(15-2)7-3-4-8-12(11(7)13)17-6-16-8/h3-5H,6H2,1-2H3
InChIKey DPXXJCMMMXZVSW-UHFFFAOYSA-N
Formula C12H11NO4
HBA 5
HBD 0
MW 233.22
Rotatable Bonds 1
TPSA 49.69
LogP 1.28
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 233.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Casimiroa edulis Rutaceae Plantae 68535

Showing of synonyms

  • Awaad AS, Maitland DJ, et al. (2007). New alkaloids from Casimiroa edulis fruits and their pharmacological activity. Chemistry of Natural Compounds,2007,43(5),576-580. [View]
Pubchem: 124075
Kegg Ligand: C10654
Chebi: 3452
Nmrshiftdb2: 70050836
Drugbank: DB08744
Pdb Ligand: XM5
Bindingdb: 29210

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)ccc3c2[nH]c(=O)cc3

Level: 0

Mol. Weight: 233.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.210
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
54.16
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.180
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
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.170
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.360
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
3.680
Rat (Acute)
2.610
Rat (Chronic Oral)
1.530
Fathead Minnow
4.470
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
373.030
Hydration Free Energy
-9.480
Log(D) at pH=7.4
1.780
Log(P)
1.38
Log S
-3.17
Log(Vapor Pressure)
-5.91
Melting Point
194.43
pKa Acid
7.72
pKa Basic
2.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9865
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9865
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9742
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9742
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9727
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9727
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9703
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9703
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9566
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9566
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9496
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9496
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9477
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9477
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9405
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9405
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9351
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9351
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9338
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9338
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9065
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9065
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9059
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9059
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8659
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8659
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8632
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8632
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8498
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8498
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8488
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8488
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8382
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8382
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8207
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8207
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8203
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8203
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8029
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8029
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8026
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8026
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7947
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7947
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7931
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7931
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7928
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7928
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7924
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7924
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7920
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7920
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7891
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7891
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7830
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7830
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7768
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7768
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7698
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7698
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7694
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7694
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7672
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7672
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7669
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7669
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7649
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7649
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7637
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7637
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7610
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7610
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7597
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7597
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7589
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7589
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7563
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7563
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7549
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7549
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7491
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7491
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7456
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7456
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7441
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7441
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7408
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7408
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7400
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7400
Thymidine phosphorylase P07650 TYPH_ECOLI Escherichia coli 4 0.7366
Thymidine phosphorylase P07650 TYPH_ECOLI Escherichia coli 4 0.7366
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7363
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7363
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7319
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7319
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7319
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7319
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7313
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7313
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7309
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7309
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7296
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7296
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7290
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7290
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7271
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7271
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7255
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7255
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7254
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7254
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7228
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7228
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7224
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7224
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7220
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7220
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7152
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7152
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7137
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7137
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7122
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7122
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7082
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7082
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7081
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7081
Aromatic/aminoadipate aminotransferase 1 P53090 ARO8_YEAST Saccharomyces cerevisiae 3 0.7075
Aromatic/aminoadipate aminotransferase 1 P53090 ARO8_YEAST Saccharomyces cerevisiae 3 0.7075
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7052
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7052
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7051
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7051
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7016
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7016
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7006
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7006

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