Excoecariatoxin - Compound Card

Excoecariatoxin

Select a section from the left sidebar

Excoecariatoxin

Structure
Zoomed Structure
  • Family: Plantae - Thymelaeaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Daphnane Diterpene Ester
Canonical Smiles CCCCC/C=C/C=C/C12O[C@H]3[C@@](O1)(C[C@H](C1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)C(=C)C
InChI InChI=1S/C30H40O8/c1-6-7-8-9-10-11-12-13-28-36-23-21-24-27(16-31,35-24)25(33)29(34)20(14-18(4)22(29)32)30(21,38-28)19(5)15-26(23,37-28)17(2)3/h10-14,19-21,23-25,31,33-34H,2,6-9,15-16H2,1,3-5H3/b11-10+,13-12+/t19-,20-,21-,23-,24+,25-,26-,27+,28?,29-,30?/m1/s1
InChIKey CZCPFHFUOUQBDL-BNJZOTFRSA-N
Formula C30H40O8
HBA 8
HBD 3
MW 528.64
Rotatable Bonds 8
TPSA 117.98
LogP 2.87
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 528.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Synaptolepis kirkii Thymelaeaceae Plantae 2896602
2 Synaptolepis kirkii Thymelaeaceae Plantae 2896602

Showing of synonyms

  • He W, Cik M, et al. (2002). Neurotrophic and antileukemic daphnane diterpenoids from Synaptolepis kirkii. Bioorganic and Medicinal Chemistry,2002,10(10),3245-3255. [View] [PubMed]
  • He W, De Kimpe N. (2000). Study of biological active principles from Kenyan medicinal plants. PhD Thesis, University of Ghent, Belgium, 2000-2001. [View]
Pubchem: 6442008

No compound-protein relationship available.

Structure

SMILES: O1C(O2)OC(CC3)C1C4C(O5)C5CC(C6C234)C(=O)C=C6

Level: 0

Mol. Weight: 528.64 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
-4.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
69.12
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
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
9.09
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.29
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.58
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
-2085.99
Rat (Acute)
4.59
Rat (Chronic Oral)
2.89
Fathead Minnow
7.52
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
398.79
Hydration Free Energy
-2.87
Log(D) at pH=7.4
3.41
Log(P)
4.45
Log S
-4.48
Log(Vapor Pressure)
-9.41
Melting Point
141.67
pKa Acid
4.25
pKa Basic
3.06
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7669
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7669
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7612
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7612
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7497
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7497
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7351
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7351
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7327
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7327
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7244
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7244
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7232
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7232
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7181
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7181
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7099
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7099
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7046
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7046
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7040
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7040

Download SDF