2,5-dihydroxy-3-(nonadec-14-enyl)-1,4-benzoquinone - Compound Card

2,5-dihydroxy-3-(nonadec-14-enyl)-1,4-benzoquinone

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2,5-dihydroxy-3-(nonadec-14-enyl)-1,4-benzoquinone

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles CCCC/C=C/CCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O
InChI InChI=1S/C25H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-24(28)22(26)20-23(27)25(21)29/h5-6,20,26,29H,2-4,7-19H2,1H3/b6-5+
InChIKey LJTCBKMNVODIAQ-AATRIKPKSA-N
Formula C25H40O4
HBA 4
HBD 2
MW 404.59
Rotatable Bonds 17
TPSA 74.6
LogP 7.21
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 404.29
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Maesa lanceolata Myrsinaceae Plantae 992730

Showing of synonyms

  • Arot Manguro LO, Midiwo JO, et al. (2003). Benzoquinone derivatives of Myrsine africana and Maesa lanceolata.. Phytochemistry,2003,64(4),855-862. [View] [PubMed]
Pubchem: 21576554
Nmrshiftdb2: 70027914

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(=O)C=C1

Level: 0

Mol. Weight: 404.59 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.39
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.95
Plasma Protein Binding
46.68
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
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
0.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.31
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.63
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.39
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
Toxic
T. Pyriformis
-3.5
Rat (Acute)
1.97
Rat (Chronic Oral)
2.94
Fathead Minnow
4.55
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
457.18
Hydration Free Energy
-5.43
Log(D) at pH=7.4
4.73
Log(P)
8.4
Log S
-4.9
Log(Vapor Pressure)
-9.58
Melting Point
80.74
pKa Acid
5.74
pKa Basic
4.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8650
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8650
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8576
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8576
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8482
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8482
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7191
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7191

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