Schimperinone - Compound Card

Schimperinone

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Schimperinone

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles OC[C@@]12CCC(C[C@@]2(C)C2=CC[C@]3([C@@]([C@@]2(CC1=O)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)C)C)(C)C
InChI InChI=1S/C33H54O2/c1-22-11-14-28(6)23(27(22,4)5)12-15-32(10)29(7)19-25(35)33(21-34)18-17-26(2,3)20-30(33,8)24(29)13-16-31(28,32)9/h13,22-23,34H,11-12,14-21H2,1-10H3/t22-,23-,28-,29+,30-,31+,32-,33-/m0/s1
InChIKey WKQNCWVTEPFCIP-QGLCIXTISA-N
Formula C33H54O2
HBA 2
HBD 1
MW 482.79
Rotatable Bonds 1
TPSA 37.3
LogP 8.38
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 482.41
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Embelia schimperi Myrsinaceae Plantae 2595069
2 Embelia schimperi Myrsinaceae Plantae 2595069

Showing of synonyms

  • Manguro LO, Okwiri SO, et al. (2006). Oleanane-type triterpenes of Embelia schimperi leaves.. Phytochemistry,2006,67(24),2641-2650. [View] [PubMed]
  • Machocho AK, Kiprono PC, et al. (2003). Pentacyclic triterpenoids from Embelia schimperi.. Phytochemistry,2003,62(4),573-577. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C=23)C(=O)CC3C4C(CC2)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 482.79 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.07
Plasma Protein Binding
97.26
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
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
9.63
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.42
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.33
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.54
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-155.24
Rat (Acute)
2.0
Rat (Chronic Oral)
1.4
Fathead Minnow
3.95
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
460.79
Hydration Free Energy
-2.79
Log(D) at pH=7.4
6.99
Log(P)
7.99
Log S
-6.76
Log(Vapor Pressure)
-8.39
Melting Point
248.44
pKa Acid
10.32
pKa Basic
7.04
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9338
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9338
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8244
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8244
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8073
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8073
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7799
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7799
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7701
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7701
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7682
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7682
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7458
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7458
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7446
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7446
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7351
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7351
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7294
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7294

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