Dideacetylcrotepoxide - Compound Card

Dideacetylcrotepoxide

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Dideacetylcrotepoxide

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Cyclic Compound
    • Subclass: Cyclohexane Derivative
Canonical Smiles O[C@@H]1[C@H]2O[C@H]2[C@@H]2[C@@]([C@H]1O)(COC(=O)c1ccccc1)O2
InChI InChI=1S/C14H14O6/c15-8-9-10(19-9)12-14(20-12,11(8)16)6-18-13(17)7-4-2-1-3-5-7/h1-5,8-12,15-16H,6H2/t8-,9-,10-,11+,12-,14+/m1/s1
InChIKey ZYWYVVLVOLPRNM-KJHGAJISSA-N
Formula C14H14O6
HBA 6
HBD 2
MW 278.26
Rotatable Bonds 3
TPSA 91.82
LogP -0.52
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 278.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton alienus Euphorbiaceae Plantae 100370

Showing of synonyms

  • Ndunda B, Langat MK, et al. (2013). Alienusolin, a new 4α-deoxyphorbol ester derivative, and crotonimide C, a new glutarimide alkaloid from the Kenyan Croton alienus.. Planta Med,2013,79(18),1762-1766. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC23C(O3)C4C(O4)CC2

Level: 1

Mol. Weight: 278.26 g/mol

Structure

SMILES: C12C3C(O3)CCC1O2

Level: 0

Mol. Weight: 278.26 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 278.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.08
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.4
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.3
Plasma Protein Binding
22.68
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.37
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.95
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.11
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
0.22
Rat (Acute)
3.09
Rat (Chronic Oral)
2.1
Fathead Minnow
4.06
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
364.7
Hydration Free Energy
-11.26
Log(D) at pH=7.4
-0.56
Log(P)
0.19
Log S
-1.63
Log(Vapor Pressure)
-7.66
Melting Point
102.1
pKa Acid
5.37
pKa Basic
-0.83
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9606
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9606
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9473
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9473
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9215
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9215
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9065
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9065
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9047
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9047
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8913
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8913
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8852
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8852
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8757
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8757
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.8565
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.8565
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8562
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8562
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8553
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8553
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8468
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8468
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8327
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8327
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8325
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8325
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.8109
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.8109
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8075
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8075
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.8068
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.8068
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8057
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8057
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8020
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8020
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7982
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7982
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7898
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7898
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7886
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7886
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7863
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7863
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7790
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7790
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7780
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7780
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7734
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7734
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7666
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7666
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7635
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7635
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7627
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7627
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7584
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7584
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7571
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7571
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7522
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7522
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7512
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7512
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7495
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7495
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 4 0.7484
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 4 0.7484
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7467
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7467
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7460
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7460
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7454
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7454
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7433
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7433
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7424
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7424
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7387
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7387
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 4 0.7378
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 4 0.7378
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7349
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7349
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7332
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7332
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 4 0.7331
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 4 0.7331
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7322
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7322
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7312
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7312
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7303
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7303
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7270
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7270
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7220
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7220
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7220
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7220
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7205
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7205
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7194
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7194
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7187
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7187
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7180
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7180
Transcriptional regulator URE2 P23202 URE2_YEAST Saccharomyces cerevisiae 3 0.7176
Transcriptional regulator URE2 P23202 URE2_YEAST Saccharomyces cerevisiae 3 0.7176
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7172
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7172
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7170
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7170
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7168
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7168
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7151
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7151
Penicillin V acylase P12256 PAC_LYSSH Lysinibacillus sphaericus 3 0.7147
Penicillin V acylase P12256 PAC_LYSSH Lysinibacillus sphaericus 3 0.7147
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7130
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7130
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7127
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7127
Phenylpyruvate C(3)-methyltransferase Q643C8 MPPJ_STRHY Streptomyces hygroscopicus 2 0.7126
Phenylpyruvate C(3)-methyltransferase Q643C8 MPPJ_STRHY Streptomyces hygroscopicus 2 0.7126
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7122
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7122
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7117
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7117
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7115
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7115
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7090
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7090
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7090
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7090
Phosphoribosylformylglycinamidine synthase subunit PurL Q9X0X3 PURL_THEMA Thermotoga maritima 3 0.7070
Phosphoribosylformylglycinamidine synthase subunit PurL Q9X0X3 PURL_THEMA Thermotoga maritima 3 0.7070
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7063
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7063
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7057
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7057
M17 leucyl aminopeptidase Q8IL11 Q8IL11_PLAF7 Plasmodium falciparum 3 0.7052
M17 leucyl aminopeptidase Q8IL11 Q8IL11_PLAF7 Plasmodium falciparum 3 0.7052
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7039
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7039
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7010
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7010
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7008
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7008
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7003
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7003

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