Cleistanolate - Compound Card

Cleistanolate

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Cleistanolate

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Lactone
Canonical Smiles CO[C@@H]1CC(=O)O[C@@H]1[C@@H](C(OC(=O)C)COC(=O)c1ccccc1)OC(=O)C
InChI InChI=1S/C19H22O9/c1-11(20)26-15(10-25-19(23)13-7-5-4-6-8-13)18(27-12(2)21)17-14(24-3)9-16(22)28-17/h4-8,14-15,17-18H,9-10H2,1-3H3/t14-,15?,17+,18-/m1/s1
InChIKey HBPDVCKKFVGJNM-IOVMHBDKSA-N
Formula C19H22O9
HBA 9
HBD 0
MW 394.38
Rotatable Bonds 8
TPSA 114.43
LogP 1.04
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 394.13
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)OCCCC(O2)CCC2=O

Level: 1

Mol. Weight: 394.38 g/mol

Structure

SMILES: O=C1CCCO1

Level: 0

Mol. Weight: 394.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 394.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.680
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.230
Plasma Protein Binding
50.68
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.600
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.620
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.730
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.860
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
-7.730
Rat (Acute)
2.460
Rat (Chronic Oral)
2.300
Fathead Minnow
4.210
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
390.560
Hydration Free Energy
-6.320
Log(D) at pH=7.4
1.220
Log(P)
1.46
Log S
-3.54
Log(Vapor Pressure)
-7.32
Melting Point
89.21
pKa Acid
8.99
pKa Basic
2.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9898
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9898
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8242
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8242
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8124
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8124
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7733
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7733
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7655
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7655
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7600
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7600
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7511
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7511
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7498
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7498
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7419
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7419
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.7406
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.7406
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7387
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7387
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7370
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7370
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7370
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7370
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 2 0.7339
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 2 0.7339
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7307
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7307
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7289
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7289
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7281
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7281
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7280
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7280
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7275
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7275
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7274
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7274
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7266
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7266
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7253
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7253
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7241
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7241
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7235
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7235
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7235
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7235
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7234
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7234
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7229
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7229
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7217
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7217
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7212
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7212
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7198
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7198
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7184
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7184
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7175
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7175
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7167
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7167
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7158
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7158
Amino-acid acetyltransferase Q5FAK7 Q5FAK7_NEIG1 Neisseria gonorrhoeae 2 0.7138
Amino-acid acetyltransferase Q5FAK7 Q5FAK7_NEIG1 Neisseria gonorrhoeae 2 0.7138
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7120
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7120
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 2 0.7110
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 2 0.7110
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7106
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7106
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7103
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7103
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7102
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7102
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7093
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7093
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7076
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7076
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7065
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7065
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7035
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7035
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7030
Unconventional myosin-Va Q02440 MYO5A_CHICK Gallus gallus 2 0.7030
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7030
Unconventional myosin-Va Q02440 MYO5A_CHICK Gallus gallus 2 0.7030
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7014
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7014
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7008
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7008
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7004
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7004

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