Ekeberin C1 - Compound Card

Ekeberin C1

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Ekeberin C1

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)C(=O)CC3[C@](C1CC2)(C)CCC(=O)C3(C)C)C
InChI InChI=1S/C26H32O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h8,11,13,15-16,19-20H,6-7,9-10,12H2,1-5H3/t15?,16?,19-,20+,23+,24-,25-,26+/m0/s1
InChIKey HUKMOJLAHVSCJE-DKBZVKCESA-N
Formula C26H32O6
HBA 6
HBD 0
MW 440.54
Rotatable Bonds 1
TPSA 86.11
LogP 4.42
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 440.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ekebergia capensis Meliaceae Plantae 124949

Showing of synonyms

  • Murata T, Miyase T, et al. (2008). Antiplasmodial triterpenoids from Ekebergia capensis.. Journal of Natural Products,2008,71(2),167-174. [View] [PubMed]
Pubchem: 328941
Nmrshiftdb2: 60114478

No compound-protein relationship available.

Structure

SMILES: c1occc1C(OC(=O)C(C234)O4)C3CCC5C2C(=O)CC6C5CCC(=O)C6

Level: 1

Mol. Weight: 440.54 g/mol

Structure

SMILES: C123C(O3)C(=O)OCC2CCC4C1C(=O)CC5C4CCC(=O)C5

Level: 0

Mol. Weight: 440.54 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 440.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.2
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.78
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.63
Plasma Protein Binding
54.97
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
14.17
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.57
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.1
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.2
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
Safe
T. Pyriformis
-113.73
Rat (Acute)
2.74
Rat (Chronic Oral)
1.86
Fathead Minnow
3.93
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
480.62
Hydration Free Energy
-2.48
Log(D) at pH=7.4
3.43
Log(P)
2.84
Log S
-4.76
Log(Vapor Pressure)
-8.9
Melting Point
274.08
pKa Acid
3.94
pKa Basic
3.53
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8453
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8453
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8090
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8090
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7875
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7875
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7822
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7822
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7781
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7781
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7755
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7755
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7688
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7688
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7651
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7651
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7588
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7588
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7588
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7588
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7562
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7562
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7519
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7519
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7458
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7458
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7457
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7457
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7440
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7440
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7361
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7361
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7315
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7315
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7310
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7310
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7211
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7211
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7148
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7148
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7146
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7146
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7116
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7116
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7069
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7069
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7061
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7061
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7057
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7057
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7055
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7055
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7053
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7053
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7052
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7052
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7018
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7018
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7017
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7017

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