Cleistenediol F - Compound Card

Cleistenediol F

Select a section from the left sidebar

Cleistenediol F

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]1OC(=O)C)(O)COC(=O)c1ccccc1)OC(=O)c1ccccc1
InChI InChI=1S/C25H24O9/c1-16(26)32-20-13-14-21(34-24(29)19-11-7-4-8-12-19)25(30,22(20)33-17(2)27)15-31-23(28)18-9-5-3-6-10-18/h3-14,20-22,30H,15H2,1-2H3/t20-,21+,22+,25+/m1/s1
InChIKey GOXPCQLRLJMQIY-KXEAFHOWSA-N
Formula C25H24O9
HBA 9
HBD 1
MW 468.46
Rotatable Bonds 7
TPSA 125.43
LogP 2.23
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 468.14
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

Anti-plasmodial
Cytotoxic

Absorption

Caco-2 (logPapp)
-5.15
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
81.7
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.74
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.88
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.57
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.8
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
-163.12
Rat (Acute)
2.53
Rat (Chronic Oral)
3.15
Fathead Minnow
4.58
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
428.44
Hydration Free Energy
-2.48
Log(D) at pH=7.4
2.76
Log(P)
3.4
Log S
-4.37
Log(Vapor Pressure)
-9.14
Melting Point
137.23
pKa Acid
7.43
pKa Basic
-1.64
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 0.9466
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9466
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.9271
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.9271
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9129
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9129
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9114
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9114
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9003
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9003
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8950
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8950
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8680
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8680
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8638
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8638
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8565
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8565
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8418
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8418
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8330
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8330
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8329
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8329
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.8243
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.8243
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.8223
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.8223
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.8150
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.8150
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8141
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8141
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8131
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8131
Prothrombin P00734 THRB_HUMAN Homo sapiens 4 0.8044
Prothrombin P00734 THRB_HUMAN Homo sapiens 4 0.8044
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.8022
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.8022
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7968
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7968
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7956
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7956
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7924
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7924
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7909
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7909
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7908
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7908
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7884
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7884
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7869
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7869
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7772
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7772
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7765
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7765
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7754
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7754
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7749
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7749
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7730
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7730
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7718
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7718
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7714
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7714
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7700
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7700
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7686
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7686
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.7670
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.7670
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7647
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7647
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7647
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7647
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7642
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7642
Orf1ab polyprotein Q6T1E9 Q6T1E9_CVHSA SARS coronavirus CUHK-L2 3 0.7636
Orf1ab polyprotein Q6T1E9 Q6T1E9_CVHSA SARS coronavirus CUHK-L2 3 0.7636
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7628
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7628
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7604
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7604
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7592
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7592
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7592
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7592
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7567
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7567
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7559
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7559
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7556
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7556
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7550
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7550
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7524
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7524
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7481
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7481
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7478
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7478
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7467
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7467
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7448
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7448
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7414
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7414
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7399
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7399
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7349
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7349
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7325
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7325
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7313
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7313
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 3 0.7291
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 3 0.7291
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7284
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7284
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7279
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7279
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7277
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7277
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7273
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7273
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7271
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7271
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7252
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7252
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7220
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7220
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7213
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7213
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7209
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7209
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7197
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7197
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7195
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7195
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7166
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7166
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7154
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7154
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7130
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7130
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7125
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7125
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7120
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7120
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7116
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7116
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7112
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7112
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7109
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7109
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7104
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7104
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7082
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7082
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7066
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7066
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7055
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7055
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7026
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7026
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7019
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7019
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7015
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7015
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 4 0.7010
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 4 0.7010
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7009
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7009
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7004
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7004

Download SDF