2,5-dihydroxy-3-methyl-6-undecyl-1,4-benzoquinone - Compound Card

2,5-dihydroxy-3-methyl-6-undecyl-1,4-benzoquinone

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2,5-dihydroxy-3-methyl-6-undecyl-1,4-benzoquinone

Structure
Zoomed Structure
  • Family: Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Benzoquinone
Canonical Smiles CCCCCCCCCCCC1=C(O)C(=O)C(=C(C1=O)O)C
InChI InChI=1S/C18H28O4/c1-3-4-5-6-7-8-9-10-11-12-14-17(21)15(19)13(2)16(20)18(14)22/h19,22H,3-12H2,1-2H3
InChIKey WHTMLUJBLXPXNU-UHFFFAOYSA-N
Formula C18H28O4
HBA 4
HBD 2
MW 308.42
Rotatable Bonds 10
TPSA 74.6
LogP 4.7
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 308.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Myrsine africana Myrsinaceae Plantae 59982

Showing of synonyms

  • Midiwo JO, Arot LM. (1996). New Dialkyl Benzoquinones from Fruits of Myrsine africana L and Maesa lanceolata, Forsk.. Natural Product Letters,1996,8(1),11-14. [View] [PubMed]
Pubchem: 23955911
Nmrshiftdb2: 70027917

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 108.1 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.39
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.36
Plasma Protein Binding
38.23
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
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
6.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.2
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.7
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.54
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
6.57
Rat (Acute)
1.85
Rat (Chronic Oral)
2.67
Fathead Minnow
4.0
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
369.59
Hydration Free Energy
-9.98
Log(D) at pH=7.4
3.43
Log(P)
5.46
Log S
-4.1
Log(Vapor Pressure)
-7.63
Melting Point
97.05
pKa Acid
4.19
pKa Basic
4.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9579
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9579
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8331
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8331
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8071
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8071
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8009
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8009
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7959
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7959
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7425
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7425
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7350
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7350
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7349
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7349
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7248
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7248
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7216
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7216
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7214
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7214
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7181
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7181
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7136
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7136
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7126
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7126
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7074
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7074
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7042
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7042
Glutamate receptor 4 P19493 GRIA4_RAT Rattus norvegicus 2 0.7035
Glutamate receptor 4 P19493 GRIA4_RAT Rattus norvegicus 2 0.7035
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7014
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7014

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