Kenganthranol C - Compound Card

Kenganthranol C

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Kenganthranol C

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles COC1c2c(CC=C(C)C)c(C)cc(c2C(=O)c2c1c1CC(Oc1cc2O)C(O)(C)C)O
InChI InChI=1S/C26H30O6/c1-12(2)7-8-14-13(3)9-16(27)22-20(14)25(31-6)21-15-10-19(26(4,5)30)32-18(15)11-17(28)23(21)24(22)29/h7,9,11,19,25,27-28,30H,8,10H2,1-6H3
InChIKey XIQDGAKRANNCDI-UHFFFAOYSA-N
Formula C26H30O6
HBA 6
HBD 3
MW 438.52
Rotatable Bonds 4
TPSA 96.22
LogP 4.27
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 438.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Harungana madagascariensis Hypericaceae Plantae 198768

Showing of synonyms

  • Kouam SF, Khan SN, et al. (2006). Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis.. Journal of natural products,2006, 69(2), 229-233. [View] [PubMed]
Pubchem: 11619022
Nmrshiftdb2: 10028006

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)ccc3c2Cc4c(C3=O)cccc4

Level: 0

Mol. Weight: 438.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.78
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.09
Plasma Protein Binding
50.87
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
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
Non-Inhibitor

Excretion

Clearance
7.25
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.37
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.26
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
Toxic
T. Pyriformis
-56.22
Rat (Acute)
2.36
Rat (Chronic Oral)
2.46
Fathead Minnow
5.19
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
490.2
Hydration Free Energy
-3.7
Log(D) at pH=7.4
3.54
Log(P)
5.7
Log S
-5.47
Log(Vapor Pressure)
-8.91
Melting Point
217.35
pKa Acid
8.1
pKa Basic
6.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8382
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7863
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7714
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7614
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7416
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7321
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7291
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7291
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7269
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7238
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7104
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7051

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