Newbouldiaquinone - Compound Card

Newbouldiaquinone

Select a section from the left sidebar

Newbouldiaquinone

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Naphthoquinone-Anthraquinone
Canonical Smiles O=C1c2ccccc2C(=C(C1=O)c1c(C)ccc2c1C(=O)c1c(C2=O)cccc1)O
InChI InChI=1S/C25H14O5/c1-12-10-11-17-19(22(27)14-7-3-2-6-13(14)21(17)26)18(12)20-23(28)15-8-4-5-9-16(15)24(29)25(20)30/h2-11,28H,1H3
InChIKey SPELIYRDTAJZFV-UHFFFAOYSA-N
Formula C25H14O5
HBA 5
HBD 1
MW 394.38
Rotatable Bonds 1
TPSA 88.51
LogP 3.96
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.04
Exact Mass 394.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Newbouldia laevis Bignoniaceae Plantae 211924
2 Newbouldia laevis Bignoniaceae Plantae 211924
3 Newbouldia laevis Bignoniaceae Plantae 211924

Showing of synonyms

  • Kuete V, Eyong KO, et al. (2007). Antimicrobial activity of the methanolic extract and of the chemical constituents isolated from Newbouldia laevis. Die Pharmazie - An International Journal of Pharmaceutical Sciences, 2007, 62(7), 552-556. [View]
  • Eyong KO, Folefoc GN, et al. (2006). Newbouldiaquinone A: A naphthoquinone-anthraquinone ether coupled pigment, as a potential antimicrobial and antimalarial agent from Newbouldia laevis.. Phytochemistry,2006, 67(6), 605-609. [View] [PubMed]
  • Eyong KO, Krohn K, et al. (2005). Newbouldiaquinone and newbouldiamide: a new naphthoquinone-anthraquinone coupled pigment and a new ceramide from Newbouldia laevis.. Chemical & pharmaceutical bulletin,2005, 53(6), 616-619. [View] [PubMed]
Pubchem: 11474887
CPRiL: 412137
Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)cccc3C(C(=O)C4=O)=Cc(c45)cccc5

Level: 1

Mol. Weight: 394.38 g/mol

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 394.38 g/mol

Structure

SMILES: c1cccc(c12)C=CC(=O)C2=O

Level: 0

Mol. Weight: 394.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.630
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.700
Plasma Protein Binding
78.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.960
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.650
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.400
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.070
Micronucleos
Toxic
NR-AhR
Toxic
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
-41.830
Rat (Acute)
2.870
Rat (Chronic Oral)
2.700
Fathead Minnow
5.540
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
554.750
Hydration Free Energy
-3.760
Log(D) at pH=7.4
2.190
Log(P)
4.26
Log S
-5.81
Log(Vapor Pressure)
-11.34
Melting Point
318.69
pKa Acid
5.32
pKa Basic
1.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.9188
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8653
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8444
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8423
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8331
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8204
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.8092
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7981
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7973
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.7945
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7899
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7884
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7851
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7840
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 2 0.7693
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7667
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7653
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7635
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7630
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 2 0.7568
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7527
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7502
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7443
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7440
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7439
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7438
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7414
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7376
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7368
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7360
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7356
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7356
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7343
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7314
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7302
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 3 0.7291
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7282
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7274
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7248
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7216
Cytosol aminopeptidase P00727 AMPL_BOVIN Bos taurus 2 0.7169
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7152
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7121
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7079
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7066
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7053
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7034
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7030
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7014
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7005
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 4 0.7004

Download SDF