6,6''-bis-(2,5-dihydroxy-3-undecyl-1,4-benzoquinone) - Compound Card

6,6''-bis-(2,5-dihydroxy-3-undecyl-1,4-benzoquinone)

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6,6''-bis-(2,5-dihydroxy-3-undecyl-1,4-benzoquinone)

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Benzoquinone
Canonical Smiles CCCCCCCCCCCC1=C(O)C(=O)C(=C2C(=O)C(=C(C(=O)C2=O)CCCCCCCCCCC)O)C(=C1O)O
InChI InChI=1S/C34H50O8/c1-3-5-7-9-11-13-15-17-19-21-23-27(35)31(39)25(32(40)28(23)36)26-33(41)29(37)24(30(38)34(26)42)22-20-18-16-14-12-10-8-6-4-2/h35-37,39H,3-22H2,1-2H3
InChIKey RFCXMOGTAXHARM-UHFFFAOYSA-N
Formula C34H50O8
HBA 8
HBD 4
MW 586.77
Rotatable Bonds 20
TPSA 149.2
LogP 8.38
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 586.35
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Rapanea melanophloes Myrsinaceae Plantae 459861

Showing of synonyms

  • Midiwo JO, Ghebremeskel Y. (1993). Biembelin-a new symmetrical bisbenzoquinone from Rapanea melanphloes.. Bulletin of the Chemical Society of Ethiopia,1993,7(1),67-69. [View] [PubMed]
Pubchem: 71189640

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(=O)C(=O)C1=C2C(=O)C=CC=C2

Level: 1

Mol. Weight: 586.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.03
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.91
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.35
Plasma Protein Binding
62.77
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
-0.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.37
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.14
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.77
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
-5764.11
Rat (Acute)
2.41
Rat (Chronic Oral)
4.1
Fathead Minnow
17.05
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
443.99
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.36
Log(P)
9.84
Log S
-4.57
Log(Vapor Pressure)
-9.4
Melting Point
125.07
pKa Acid
2.65
pKa Basic
1.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pyridoxal kinase, putative C4LVZ4 C4LVZ4_ENTHI Entamoeba histolytica 3 0.8804
Pyridoxal kinase, putative C4LVZ4 C4LVZ4_ENTHI Entamoeba histolytica 3 0.8804
2,2-dialkylglycine decarboxylase P16932 DGDA_BURCE Burkholderia cepacia 4 0.8772
2,2-dialkylglycine decarboxylase P16932 DGDA_BURCE Burkholderia cepacia 4 0.8772
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7548
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7548
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7493
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7493
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7363
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7363
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7139
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7139
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7112
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7112
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7087
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7087

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