2,5-dihydroxy-3-(pentadec-10'z-enyl)-1,4-benzoquinone - Compound Card

2,5-dihydroxy-3-(pentadec-10'z-enyl)-1,4-benzoquinone

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2,5-dihydroxy-3-(pentadec-10'z-enyl)-1,4-benzoquinone

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Benzoquinone
Canonical Smiles CCCC/C=C/CCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O
InChI InChI=1S/C21H32O4/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/h5-6,16,22,25H,2-4,7-15H2,1H3/b6-5+
InChIKey YRIWERDENGDRIR-AATRIKPKSA-N
Formula C21H32O4
HBA 4
HBD 2
MW 348.48
Rotatable Bonds 13
TPSA 74.6
LogP 5.65
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 348.23
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]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 348.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
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
-3.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.61
Plasma Protein Binding
44.26
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
2.13
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.28
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.56
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.51
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
5.11
Rat (Acute)
1.91
Rat (Chronic Oral)
2.77
Fathead Minnow
4.41
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
413.32
Hydration Free Energy
-8.84
Log(D) at pH=7.4
3.95
Log(P)
6.36
Log S
-4.39
Log(Vapor Pressure)
-8.45
Melting Point
77.36
pKa Acid
5.26
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 0.8760
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8760
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8394
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8394
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7437
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7437
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7429
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7429
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7352
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7352
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7309
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7309
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7223
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7223
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7198
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7198
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7026
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7026

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