Simplexin - Compound Card

Simplexin

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Simplexin

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CCCCCCCCC[C@@]12O[C@H]3[C@@](O1)(C[C@H]([C@@]1(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/C30H44O8/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/h14,19-21,23-25,31,33-34H,2,6-13,15-16H2,1,3-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28-,29-,30+/m1/s1
InChIKey JAQJQYMDHBSCKO-JDVVNZBPSA-N
Formula C30H44O8
HBA 8
HBD 3
MW 532.67
Rotatable Bonds 10
TPSA 117.98
LogP 3.32
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 532.3
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Neoboutonia macrocalyx Euphorbiaceae Plantae 1260343

Showing of synonyms

  • Namukobe J, Kiremire BT, et al. (2015). Antiplasmodial compounds from the stem bark of Neoboutonia macrocalyx pax.. Journal of Ethnopharmacology,2015,162,317-322. [View] [PubMed]
Pubchem: 119045
Nmrshiftdb2: 60075142
CPRiL: 201601
Structure

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

Level: 0

Mol. Weight: 532.67 g/mol

Anti-plasmodial
Cytotoxicity

Absorption

Caco-2 (logPapp)
-5.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
71.95
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
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
8.7
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.26
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.24
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
-2087.66
Rat (Acute)
4.24
Rat (Chronic Oral)
2.94
Fathead Minnow
6.12
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
406.75
Hydration Free Energy
-2.84
Log(D) at pH=7.4
3.68
Log(P)
4.85
Log S
-4.57
Log(Vapor Pressure)
-9.8
Melting Point
137.97
pKa Acid
4.28
pKa Basic
3.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8569
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8569
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7828
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7828
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7823
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7823
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7720
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7720
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7434
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7434
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7236
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7236
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7215
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7215
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7149
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7149
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7074
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7074
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7051
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7051
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7038
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7038
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7035
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7035

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