Allanxanthone C - Compound Card

Allanxanthone C

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Allanxanthone C

Structure
Zoomed Structure
  • Family: Plantae - Guttiferae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles CC(=CCc1c(O)cc2c(c1O)c(=O)c1c(o2)C=C(C(=O)C1(CC=C(C)C)CC=C(C)C)O)C
InChI InChI=1S/C28H32O6/c1-15(2)7-8-18-19(29)13-21-23(25(18)31)26(32)24-22(34-21)14-20(30)27(33)28(24,11-9-16(3)4)12-10-17(5)6/h7,9-10,13-14,29-31H,8,11-12H2,1-6H3
InChIKey QEJCXVUCARKGSY-UHFFFAOYSA-N
Formula C28H32O6
HBA 6
HBD 3
MW 464.56
Rotatable Bonds 6
TPSA 107.97
LogP 6.14
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 464.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Allanblackia monticola Guttiferae Plantae 1508190

Showing of synonyms

  • Menasria F, Azebaze AG, et al. (2008). Apoptotic effects on B-cell chronic lymphocytic leukemia (B-CLL) cells of heterocyclic compounds isolated from Guttiferaes.. Leukemia research,2008, 32(12), 1914-1926. [View] [PubMed]
Pubchem: 135513034
Chebi: 65387
Nmrshiftdb2: 70000992
Metabolights: MTBLC65387

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)CC(=O)C=C3

Level: 0

Mol. Weight: 464.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.16
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.87
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.12
Plasma Protein Binding
60.78
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
5.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.49
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.68
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.07
Micronucleos
Toxic
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
Safe
T. Pyriformis
-92.06
Rat (Acute)
2.51
Rat (Chronic Oral)
3.23
Fathead Minnow
5.63
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
517.44
Hydration Free Energy
-3.47
Log(D) at pH=7.4
3.83
Log(P)
7.73
Log S
-6.45
Log(Vapor Pressure)
-9.84
Melting Point
207.88
pKa Acid
7.22
pKa Basic
5.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9343
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8772
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8674
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7932
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7839
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7777
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7623
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7524
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7402
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7267
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7253
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7165
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7156
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7075
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7053
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7036
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7007

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