(-)-tingtanoxide - Compound Card

(-)-tingtanoxide

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(-)-tingtanoxide

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Cyclohexane Derivative
    • Subclass: Oxygenated Cyclohexane Epoxide Derivative
Canonical Smiles CC(=O)O[C@H]1[C@@H](C=C[C@H]2[C@]1(COC(=O)c1ccccc1)O2)OC(=O)c1ccccc1
InChI InChI=1S/C23H20O7/c1-15(24)28-20-18(29-22(26)17-10-6-3-7-11-17)12-13-19-23(20,30-19)14-27-21(25)16-8-4-2-5-9-16/h2-13,18-20H,14H2,1H3/t18-,19+,20+,23+/m1/s1
InChIKey KKUDXVSPSDPLGM-NVJIOZQYSA-N
Formula C23H20O7
HBA 7
HBD 0
MW 408.41
Rotatable Bonds 6
TPSA 91.43
LogP 2.71
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 408.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Uvaria pandensis Annonaceae Plantae 673193

Showing of synonyms

  • Nkunya MH, Weenen H, et al. (1987). Cyclohexene epoxides,(+)-pandoxide,(+) β-senepoxide and (−)-pipoxide, from Uvaria pandensis.. Phytochemistry,1987,26(9),2563-2565. [View] [PubMed]
Pubchem: 11732289
Nmrshiftdb2: 70016311

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC23C(O3)C=CC(C2)OC(=O)c4ccccc4

Level: 2

Mol. Weight: 408.41 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC23C(O3)C=CCC2

Level: 1

Mol. Weight: 408.41 g/mol

Structure

SMILES: C12C(O2)CC(C=C1)OC(=O)c3ccccc3

Level: 1

Mol. Weight: 408.41 g/mol

Structure

SMILES: C12C(O2)CCC=C1

Level: 0

Mol. Weight: 408.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 408.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.43
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
53.62
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
9.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.07
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.3
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
-60.64
Rat (Acute)
3.3
Rat (Chronic Oral)
2.16
Fathead Minnow
4.71
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
415.61
Hydration Free Energy
-3.13
Log(D) at pH=7.4
3.24
Log(P)
3.72
Log S
-4.77
Log(Vapor Pressure)
-7.52
Melting Point
82.17
pKa Acid
7.43
pKa Basic
-3.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.9684
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.9684
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.9551
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.9551
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.9346
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.9346
Bifunctional protein GlmU P43889 GLMU_HAEIN Haemophilus influenzae 3 0.9294
Bifunctional protein GlmU P43889 GLMU_HAEIN Haemophilus influenzae 3 0.9294
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.9241
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.9241
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.9148
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.9148
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9033
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9033
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8554
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8554
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8534
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8534
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.8475
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.8475
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8426
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8426
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8159
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8159
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8149
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8149
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.8127
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.8127
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8026
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8026
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8004
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8004
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7925
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7925
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7881
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7881
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7875
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7875
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7850
Serine protease 1 P00760 TRY1_BOVIN Bos taurus 3 0.7850
Serine protease 1 P00760 TRY1_BOVIN Bos taurus 3 0.7850
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7850
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7848
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7848
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7768
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7768
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7737
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7737
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7710
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7710
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7707
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7707
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7701
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7701
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7674
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7674
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7661
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7661
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7659
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7659
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7643
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7643
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7630
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7630
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7611
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7611
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7585
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7585
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 2 0.7581
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 2 0.7581
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7560
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7560
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7548
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7548
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7531
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7531
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7511
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7511
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7511
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7511
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7472
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7472
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7470
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7470
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7451
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7451
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7440
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7440
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7420
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7420
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7420
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7420
Tryptase alpha/beta-1 Q15661 TRYB1_HUMAN Homo sapiens 3 0.7419
Tryptase alpha/beta-1 Q15661 TRYB1_HUMAN Homo sapiens 3 0.7419
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7413
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7413
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7395
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7395
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7386
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7386
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7384
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7384
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7374
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7374
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7347
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7347
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7346
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7346
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.7344
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.7344
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7334
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7334
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7327
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7327
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7316
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7316
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7302
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7302
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7285
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7285
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7284
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7284
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7279
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7279
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7268
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7268
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7257
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7257
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7254
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7254
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7232
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7232
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7221
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7221
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7210
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7210
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7164
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7164
Dihydroorotate dehydrogenase (quinone), mitochondrial Q63707 PYRD_RAT Rattus norvegicus 3 0.7157
Dihydroorotate dehydrogenase (quinone), mitochondrial Q63707 PYRD_RAT Rattus norvegicus 3 0.7157
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7118
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7118
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7117
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7117
Orf1ab polyprotein Q6T1E9 Q6T1E9_CVHSA SARS coronavirus CUHK-L2 3 0.7114
Orf1ab polyprotein Q6T1E9 Q6T1E9_CVHSA SARS coronavirus CUHK-L2 3 0.7114
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7111
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7111
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7097
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7097
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7080
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7080
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7071
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7071
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7071
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7071
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7068
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7068
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7030
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7030
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7016
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7016
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7007
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7007
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7006
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7006

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