Cleistenediol E - Compound Card

Cleistenediol E

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Cleistenediol E

Structure
Zoomed Structure
  • Family: Annonaceae
  • Kingdom: Plantae
  • Class: Cyclohexene Derivative
    • Subclass: Polyoxygenated Cyclohexene Derivative
Canonical Smiles CC(=O)O[C@@H]1C=C[C@@H]([C@@]([C@H]1O)(O)COC(=O)c1ccccc1)OC(=O)c1ccccc1
InChI InChI=1S/C23H22O8/c1-15(24)30-18-12-13-19(31-22(27)17-10-6-3-7-11-17)23(28,20(18)25)14-29-21(26)16-8-4-2-5-9-16/h2-13,18-20,25,28H,14H2,1H3/t18-,19+,20+,23+/m1/s1
InChIKey ATPRNHQOENJXMX-NVJIOZQYSA-N
Formula C23H22O8
HBA 8
HBD 2
MW 426.42
Rotatable Bonds 6
TPSA 119.36
LogP 1.66
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 426.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleistochlamys kirkii Annonaceae Plantae 1237197

Showing of synonyms

  • Nyandoro SS, Munissi JJ, et al. (2017). Polyoxygenated cyclohexenes and other constituents of Cleistochlamys kirkii leaves. Journal of Natural Products,2017,80(1),114-125. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC2C(C=CCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 336.39 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CC=CCC2

Level: 1

Mol. Weight: 216.28 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2C=CCCC2

Level: 1

Mol. Weight: 202.25 g/mol

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 82.15 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.42
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.56
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
84.81
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
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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.1
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.43
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.21
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
-43.21
Rat (Acute)
2.18
Rat (Chronic Oral)
3.58
Fathead Minnow
4.16
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
417.33
Hydration Free Energy
-3.61
Log(D) at pH=7.4
2.55
Log(P)
3.04
Log S
-3.92
Log(Vapor Pressure)
-9.31
Melting Point
159.6
pKa Acid
7.06
pKa Basic
-0.22
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9592
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9592
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9274
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9274
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9145
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9145
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.9109
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.9109
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9040
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9040
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8552
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8552
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8402
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8402
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8397
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8397
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8334
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8334
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8295
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8295
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8267
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8267
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8016
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8016
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7991
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7991
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.7986
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.7986
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7937
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7937
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7892
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7892
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7882
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7882
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7788
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7788
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7744
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7744
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7689
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7689
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7684
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7684
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7668
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7668
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7643
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7643
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7628
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7628
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7620
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7620
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7607
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7607
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7602
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7602
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7595
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7595
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7593
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7593
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7591
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7591
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7584
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7584
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7572
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7572
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7570
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7570
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7568
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7568
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7549
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7549
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7543
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7543
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7536
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7536
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7526
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7526
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7514
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7514
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7500
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7500
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7491
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7491
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7487
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7487
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7483
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7483
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7427
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7427
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7423
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7423
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7384
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7384
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7377
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7377
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7376
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7376
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7369
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7369
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7354
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7354
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7345
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7345
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7311
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7311
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7255
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7255
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7253
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7253
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7240
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7240
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7238
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7238
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7212
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7212
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 2 0.7195
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 2 0.7195
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7189
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7189
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7186
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7186
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7185
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7185
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7183
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7183
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7176
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7176
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7132
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7132
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7120
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7120
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7112
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7112
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7071
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7071
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7065
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7065
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7060
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7060
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7059
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7059
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 2 0.7057
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 2 0.7057
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7032
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7032
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7024
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7024
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7004
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7004
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7003
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7003

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