Eucleanal A - Compound Card

Eucleanal A

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Eucleanal A

Structure
Zoomed Structure
  • Family: Plantae - Ebenaceae
  • Kingdom: Plantae
  • Class: Napthalene
Canonical Smiles O=Cc1cc(OC)cc2c1c(O)ccc2
InChI InChI=1S/C12H10O3/c1-15-10-5-8-3-2-4-11(14)12(8)9(6-10)7-13/h2-7,14H,1H3
InChIKey PWAHUVOMLQRANM-UHFFFAOYSA-N
Formula C12H10O3
HBA 3
HBD 1
MW 202.21
Rotatable Bonds 2
TPSA 46.53
LogP 2.37
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.08
Exact Mass 202.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euclea divinorum Ebenaceae Plantae 413790

Showing of synonyms

  • Ng'ang'a MM, Hussain H, et al. (2012). Eucleanal A and B: Two new napthalene derivatives from Euclea divinorum. Chinese Chemical Letters,23,2012,576-578. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)cccc2

Level: 0

Mol. Weight: 202.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.25
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.44
Plasma Protein Binding
44.55
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
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
5.59
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.45
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.83
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.78
Micronucleos
Safe
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
3.64
Rat (Acute)
1.73
Rat (Chronic Oral)
2.04
Fathead Minnow
4.19
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
330.51
Hydration Free Energy
-9.21
Log(D) at pH=7.4
2.1
Log(P)
2.68
Log S
-3.52
Log(Vapor Pressure)
-5.37
Melting Point
95.96
pKa Acid
8.16
pKa Basic
-1.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9769
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9769
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9477
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9477
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9370
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9370
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9313
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9313
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9274
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9274
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.9114
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.9114
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9042
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9042
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9016
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9016
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8911
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8911
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8845
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8845
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8631
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8631
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8524
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8524
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8498
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8498
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8486
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8486
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8351
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8351
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8304
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8304
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8275
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8275
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8271
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8271
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8250
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8250
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8231
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8231
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8138
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8138
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8055
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8055
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8049
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8049
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7985
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7985
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7958
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7958
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7894
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7894
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7879
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7879
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7846
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7846
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7822
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7822
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7799
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7799
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7752
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7752
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7711
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7711
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7654
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7654
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7647
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7647
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7645
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7645
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7631
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7631
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7625
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7625
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7619
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7619
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7601
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7601
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7549
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7549
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7520
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7520
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7518
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7518
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7479
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7479
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7473
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7473
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7472
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7472
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7455
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7455
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7391
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7391
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7381
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7381
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7367
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7367
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7348
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7348
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7318
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7318
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7316
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7316
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7270
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7270
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7225
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7225
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7204
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7204
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7199
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7199
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7186
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7186
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7184
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7184
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7182
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7182
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7160
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7160
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7160
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7160
Cystathionine gamma-synthase P56069 METB_HELPY Helicobacter pylori 3 0.7151
Cystathionine gamma-synthase P56069 METB_HELPY Helicobacter pylori 3 0.7151
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7149
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7149
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7141
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7141
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7140
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7140
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7136
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7136
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7129
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7129
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7124
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7124
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7074
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7074
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7057
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7057
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 2 0.7055
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 2 0.7055
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7054
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7054
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7048
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7048
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7043
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7043
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7029
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7029

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