Teferin - Compound Card

Teferin

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Teferin

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles COc1cc(ccc1O)C(=O)O[C@H]1CC(=CC[C@@]2([C@@H]1[C@@](O)(CC2)C(C)C)C)C
InChI InChI=1S/C23H32O5/c1-14(2)23(26)11-10-22(4)9-8-15(3)12-19(20(22)23)28-21(25)16-6-7-17(24)18(13-16)27-5/h6-8,13-14,19-20,24,26H,9-12H2,1-5H3/t19-,20+,22-,23+/m0/s1
InChIKey YEQVRBJRNFLOQJ-PABCKOPISA-N
Formula C23H32O5
HBA 5
HBD 2
MW 388.5
Rotatable Bonds 4
TPSA 75.99
LogP 4.47
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 388.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula sinaica Apiaceae Plantae 1514050
2 Ferula vesceritensis Apiaceae Plantae 1514058
3 Ferula hermonis Apiaceae Plantae 662815
4 Ferula hermonis Apiaceae Plantae 662815

Showing of synonyms

  • Geroushi A, Auzi AA, et al. (2011). Antiinflammatory sesquiterpenes from the root oil of Ferula hermonis. Phytotherapy Research,2011,25,774-777. [View] [PubMed]
  • Ibraheim ZZ, Abdel-Mageed WM, et al. (2012). Antimicrobial antioxidant daucane sesquiterpenes from Ferula hermonis Boiss. Phytotherapy Research,2012,26,579-586. [View] [PubMed]
  • Zellagui A, Gherraf N, et al. (2012). Phytochemical investigation and antimicrobial activity of crude extract of the roots of Ferula vesceritensis. Chemistry of Natural Compounds,2012,48(5),891-892. [View]
  • Ahmed AA (1999). Sesquiterpene coumarins and sesquiterpenes from Ferula sinaica. Phytochemistry,1999,50(1),109-112. [View]
Pubchem: 10271607

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2CC=CCC(C23)CCC3

Level: 1

Mol. Weight: 388.5 g/mol

Structure

SMILES: C1CCC(C12)CCC=CC2

Level: 0

Mol. Weight: 388.5 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 388.5 g/mol

Anti-inflammatory
Antibacterial
Radical scavenging

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.610
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.880
Plasma Protein Binding
80.55
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.840
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.780
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.550
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.340
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-6.300
Rat (Acute)
2.410
Rat (Chronic Oral)
2.300
Fathead Minnow
3.990
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
402.940
Hydration Free Energy
-5.690
Log(D) at pH=7.4
3.830
Log(P)
5.26
Log S
-5.23
Log(Vapor Pressure)
-7.08
Melting Point
165.94
pKa Acid
7.77
pKa Basic
4.96
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8748
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8748
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8524
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8524
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7875
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7875
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7612
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7612
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7476
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7476
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7374
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7374
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7186
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7186
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7154
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7154
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7113
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7113
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7098
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7098
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7028
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7028

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