Uguenensone - Compound Card

Uguenensone

Select a section from the left sidebar

Uguenensone

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: A-Seco-Limonoid
Canonical Smiles CC(=O)O[C@@H]1C[C@H]2C(C)(C)O[C@@H]3[C@@]2([C@@H]2[C@]1(C)[C@@]14O[C@@H]1C(=O)[C@H]([C@@]4(CC2)C)c1cocc1)COC(=O)C3
InChI InChI=1S/C28H34O8/c1-14(29)34-18-10-17-24(2,3)35-19-11-20(30)33-13-27(17,19)16-6-8-25(4)21(15-7-9-32-12-15)22(31)23-28(25,36-23)26(16,18)5/h7,9,12,16-19,21,23H,6,8,10-11,13H2,1-5H3/t16-,17-,18+,19-,21+,23+,25-,26-,27+,28+/m0/s1
InChIKey CITSACKBUNOFCC-SIVRJKEBSA-N
Formula C28H34O8
HBA 8
HBD 0
MW 498.57
Rotatable Bonds 2
TPSA 104.57
LogP 3.57
Number Rings 7
Number Aromatic Rings 1
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 498.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Vepris uguenensis Rutaceae Plantae 2695421
2 Vepris uguenensis Rutaceae Plantae 2695421

Showing of synonyms

  • Kiplimo JJ, Shahidul Islam M, et al. (2012). Ring A-seco limonoids and flavonoids from the Kenyan Vepris uguenensis Engl. and their antioxidant activity. Phytochemistry,2012,83(2012),136-143. [View] [PubMed]
  • Kiplimo JJ, Koorbanally NA. (2012). The phytochemistry and biological activity of secondary metabolites from Kenyan Vernonia and Vepris species. PhD Thesis, University of Kwazulu-Natal, South Africa,2012. [View] [PubMed]
Pubchem: 71501590

No compound-protein relationship available.

Structure

SMILES: c1occc1C(C(=O)C(C234)O4)C2CCC5C67C(CCC35)COC6CC(=O)OC7

Level: 1

Mol. Weight: 498.57 g/mol

Structure

SMILES: C123C(O3)C(=O)CC1CCC4C56C(CCC24)COC5CC(=O)OC6

Level: 0

Mol. Weight: 498.57 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 498.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.19
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.89
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
54.43
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.34
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.16
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
-794.66
Rat (Acute)
4.86
Rat (Chronic Oral)
2.12
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
497.96
Hydration Free Energy
-2.87
Log(D) at pH=7.4
2.65
Log(P)
2.74
Log S
-5.19
Log(Vapor Pressure)
-9.2
Melting Point
236.12
pKa Acid
3.91
pKa Basic
3.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7408
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7408
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7373
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7373
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7239
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7239
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7219
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7219
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7112
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7112
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7074
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7074
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7026
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7026

Download SDF