Kenganthranol F - Compound Card

Kenganthranol F

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Kenganthranol F

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Anthranol
Canonical Smiles c1c(c(c2c(c1O)C(=O)c1c(C2O)c2c(c(c1O)CC=C(C)C)OC(C=C2)(C)C)CC=C(C)C)C
InChI InChI=1S/C30H34O5/c1-15(2)8-10-18-17(5)14-21(31)24-22(18)27(33)23-19-12-13-30(6,7)35-29(19)20(11-9-16(3)4)26(32)25(23)28(24)34/h8-9,12-14,27,31-33H,10-11H2,1-7H3
InChIKey BRFWSLYVOJFOIW-UHFFFAOYSA-N
Formula C30H34O5
HBA 5
HBD 3
MW 474.6
Rotatable Bonds 4
TPSA 86.99
LogP 6.23
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.37
Exact Mass 474.24
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Psorospermum aurantiacum Hypericaceae Plantae 999533

Showing of synonyms

  • Tiani G, Ahmed I, et al. (2013). Kenganthranol F, a new Anthranol from Psorospermum aurantiacum.. Natural Product Communications, 2013, 8(1), 103-104. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1=CCOc2ccc(c3c12)C(=O)c4c(C3)cccc4

Level: 0

Mol. Weight: 474.6 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.08
Plasma Protein Binding
57.17
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
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.66
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.82
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.2
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.83
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
-186.07
Rat (Acute)
2.53
Rat (Chronic Oral)
2.89
Fathead Minnow
5.68
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
501.78
Hydration Free Energy
-3.38
Log(D) at pH=7.4
4.66
Log(P)
7.94
Log S
-6.16
Log(Vapor Pressure)
-9.19
Melting Point
209.22
pKa Acid
8.51
pKa Basic
6.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7814
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 4 0.7794
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7650
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7528
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7478
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7466
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7465
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7452
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7329
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7318
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7206
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7190
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7173

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