Entilin A - Compound Card

Entilin A

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Entilin A

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Heptanotriterpenoid
Canonical Smiles CC([C@@]12OC(c3ccoc3)[C@]3(C(C1)[C@]14[C@H](O2)[C@@]2(O)[C@H](O[C@]4(CC3)O)C(C)(C)C=C([C@]2(O1)O)C)C)C
InChI InChI=1S/C27H36O8/c1-14(2)23-12-17-22(6,18(32-23)16-7-10-31-13-16)8-9-24(28)26(17)20(33-23)25(29)19(34-24)21(4,5)11-15(3)27(25,30)35-26/h7,10-11,13-14,17-20,28-30H,8-9,12H2,1-6H3/t17?,18?,19-,20-,22-,23-,24+,25+,26-,27-/m1/s1
InChIKey BKRVMMXWAKTRME-UOFNQJIYSA-N
Formula C27H36O8
HBA 8
HBD 3
MW 488.58
Rotatable Bonds 2
TPSA 110.75
LogP 3.17
Number Rings 7
Number Aromatic Rings 1
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 488.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Antrocaryon klaineanum Anacardiaceae Plantae 289695
2 Antrocaryon klaineanum Anacardiaceae Plantae 289695

Showing of synonyms

  • Fouokeng Y, Feusso HMF, et al. (2019). In vitro antimalarial, antitrypanosomal and HIV-1 integrase inhibitory activities of two Cameroonian medicinal plants: Antrocaryon klaineanum (Anacardiaceae) and Diospyros conocarpa (Ebenaceae).. South African Journal of Botany, 2019, 122, 510-517. [View]
  • Fouokeng Y, Akak CM, et al. (2017). The structure of antrocarine E, an ergostane isolated from Antrocaryon klaineanum Pierre (Anacardiaceae).. Fitoterapia,2017, 117, 61-64. [View] [PubMed]
Pubchem: 146000576

No compound-protein relationship available.

Structure

SMILES: c1occc1C2OC(O3)CC4C2CCC5OC6CC=CC(O7)C6C3C457

Level: 1

Mol. Weight: 488.58 g/mol

Structure

SMILES: C123C4C5C(O3)C=CCC5OC2CCC6C1CC(O4)OC6

Level: 0

Mol. Weight: 488.58 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 488.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.3
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.77
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.91
Plasma Protein Binding
79.65
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.4
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.0
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.89
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
8.55
Micronucleos
Toxic
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
-456.51
Rat (Acute)
3.55
Rat (Chronic Oral)
2.57
Fathead Minnow
3.72
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
391.2
Hydration Free Energy
-3.2
Log(D) at pH=7.4
3.42
Log(P)
3.96
Log S
-4.2
Log(Vapor Pressure)
-10.61
Melting Point
211.36
pKa Acid
5.19
pKa Basic
4.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7706
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7706
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7098
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7098

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