Zenkequinone A - Compound Card

Zenkequinone A

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Zenkequinone A

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles c1ccc2c(c1)C(=O)c1c(C2=O)cc2c(c1C)CCC2(C)O
InChI InChI=1S/C19H16O3/c1-10-11-7-8-19(2,22)15(11)9-14-16(10)18(21)13-6-4-3-5-12(13)17(14)20/h3-6,9,22H,7-8H2,1-2H3
InChIKey LKQDOAALZXNHGS-UHFFFAOYSA-N
Formula C19H16O3
HBA 3
HBD 1
MW 292.33
Rotatable Bonds 0
TPSA 54.37
LogP 2.92
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 292.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Stereospermum zenkeri Bignoniaceae Plantae 260324

Showing of synonyms

  • Lenta BN, Weniger B, et al. (2007). Anthraquinones from the stem bark of Stereospermum zenkeri with antimicrobial activity.. Phytochemistry,2007, 68(11), 1595-1599. [View] [PubMed]
Pubchem: 16741875

No compound-protein relationship available.

Structure

SMILES: C1CCc(c12)cc3c(c2)C(=O)c4c(C3=O)cccc4

Level: 0

Mol. Weight: 292.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.45
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.15
Plasma Protein Binding
60.69
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
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
3.83
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.99
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.41
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.43
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
4.09
Rat (Acute)
2.85
Rat (Chronic Oral)
2.02
Fathead Minnow
4.5
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
433.17
Hydration Free Energy
-8.25
Log(D) at pH=7.4
2.28
Log(P)
3.78
Log S
-5.04
Log(Vapor Pressure)
-8.22
Melting Point
198.76
pKa Acid
8.78
pKa Basic
4.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8868
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8292
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8100
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8057
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8007
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7944
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7891
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7794
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7632
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7628
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7597
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7565
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7511
Probable propionyl-CoA carboxylase beta chain 6 P9WQH5 PCC6_MYCTU Mycobacterium tuberculosis 4 0.7499
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7496
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7436
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7390
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7366
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7354
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7348
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7344
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7310
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7291
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7289
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7280
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7261
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7240
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7209
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7179
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7176
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7160
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7147
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7141
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7109
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7098
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7053
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7044
Glutamate racemase Q9ZLT0 MURI_HELPJ Helicobacter pylori 3 0.7015

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