2,5-dihydroxy-3-pentadecyl-1,4-benzoquinone - Compound Card

2,5-dihydroxy-3-pentadecyl-1,4-benzoquinone

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2,5-dihydroxy-3-pentadecyl-1,4-benzoquinone

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Benzoquinone
Canonical Smiles CCCCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O
InChI InChI=1S/C21H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17-20(24)18(22)16-19(23)21(17)25/h16,22,25H,2-15H2,1H3
InChIKey GXDURRGUXLDZKN-UHFFFAOYSA-N
Formula C21H34O4
HBA 4
HBD 2
MW 350.5
Rotatable Bonds 14
TPSA 74.6
LogP 5.87
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.71
Exact Mass 350.25
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Maesa lanceolata Myrsinaceae Plantae 992730

Showing of synonyms

  • Midiwo JO, Odingo JO, et al. (1990). Benzoqidnone pigments in kenyan myrsinaceae: new 2, 5-dlhydroxyalkyl derivatives from Maesa lanceolata.. Bulletin of the Chemical Society of Ethiopia,1990,4(1),71-73. [View] [PubMed]
Pubchem: 4187769
Nmrshiftdb2: 70032585
Bindingdb: 50078882

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 350.5 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
-4.25
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.77
Plasma Protein Binding
40.23
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
3.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.19
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.79
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.06
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
6.42
Rat (Acute)
1.86
Rat (Chronic Oral)
2.76
Fathead Minnow
3.98
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
413.12
Hydration Free Energy
-8.66
Log(D) at pH=7.4
4.49
Log(P)
7.12
Log S
-4.76
Log(Vapor Pressure)
-8.87
Melting Point
102.12
pKa Acid
4.87
pKa Basic
4.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9438
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9438
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8397
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8397
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7464
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7464
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7446
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7446
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7272
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7272
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7230
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7230
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7207
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7207
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7181
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7181
Geranylgeranyl pyrophosphate synthase BTS1 Q12051 GGPPS_YEAST Saccharomyces cerevisiae 2 0.7162
Geranylgeranyl pyrophosphate synthase BTS1 Q12051 GGPPS_YEAST Saccharomyces cerevisiae 2 0.7162
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7153
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7153
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7120
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7120
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7114
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7114
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7082
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7082
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7016
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7016

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