Bivismiaquinone - Compound Card

Bivismiaquinone

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Bivismiaquinone

Structure
Zoomed Structure
  • Family: Plantae - Clusiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles COc1cc2C(c3cc(C)cc(c3C(=O)c2c(c1/C=C/C(C)C)O)O)C1c2cc(C)cc(c2C(=O)c2c1cc(OC)c(c2O)/C=C/C(C)C)O
InChI InChI=1S/C42H42O8/c1-19(2)9-11-23-31(49-7)17-27-33(25-13-21(5)15-29(43)35(25)41(47)37(27)39(23)45)34-26-14-22(6)16-30(44)36(26)42(48)38-28(34)18-32(50-8)24(40(38)46)12-10-20(3)4/h9-20,33-34,43-46H,1-8H3/b11-9+,12-10+
InChIKey POFNOQGDXLTAQC-WGDLNXRISA-N
Formula C42H42O8
HBA 8
HBD 4
MW 674.79
Rotatable Bonds 7
TPSA 133.52
LogP 8.53
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 50
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 674.29
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Vismia laurentii Clusiaceae Plantae 2704497

Showing of synonyms

  • Kemegne GA, Mkounga P, et al. (2017). Antimicrobial structure activity relationship of five anthraquinones of emodine type isolated from Vismia laurentii.. BMC microbiology,2017, 17(1), 41. [View] [PubMed]
Pubchem: 21577158
Nmrshiftdb2: 60025852

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(c(c23)cccc3)C(c(c45)cccc5)c6c(C4=O)cccc6

Level: 1

Mol. Weight: 674.79 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 674.79 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-5.57
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-3.680
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
217.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.620
Plasma Protein Binding
91.18
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
8.080
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.070
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.400
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.130
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
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
-394001.080
Rat (Acute)
2.140
Rat (Chronic Oral)
4.720
Fathead Minnow
512.640
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
38104.680
Hydration Free Energy
-2.920
Log(D) at pH=7.4
5.710
Log(P)
11.16
Log S
-7.78
Log(Vapor Pressure)
-1296.01
Melting Point
254.55
pKa Acid
4.81
pKa Basic
5.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8461
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8251
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.7915
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7854
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7312
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7140
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7131
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7124
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7091

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