Epoxyvesceritenol - Compound Card

Epoxyvesceritenol

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Epoxyvesceritenol

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles COc1ccc(cc1)C(=O)O[C@H]1C[C@@]2(C)O[C@H]2[C@@H]([C@@]2([C@@H]1[C@@](O)(C[C@H]2OC(=O)C)C(C)C)C)O
InChI InChI=1S/C25H34O8/c1-13(2)25(29)12-18(31-14(3)26)24(5)19(25)17(11-23(4)21(33-23)20(24)27)32-22(28)15-7-9-16(30-6)10-8-15/h7-10,13,17-21,27,29H,11-12H2,1-6H3/t17-,18+,19+,20-,21-,23+,24-,25+/m0/s1
InChIKey ZYGWGXHBHANRDW-MTQOEFOPSA-N
Formula C25H34O8
HBA 8
HBD 2
MW 462.54
Rotatable Bonds 5
TPSA 114.82
LogP 2.49
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 462.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula vesceritensis Apiaceae Plantae 1514058

Showing of synonyms

  • Oughlissi-Dehak K, Lawton P, et al. (2008). Sesquiterpenes from aerial parts of Ferula vesceritensis. Phytochemistry,2008,69(9),1933-1938. [View] [PubMed]
Pubchem: 102408130
Nmrshiftdb2: 70003263

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC(CC(O2)C23)C4C(C3)CCC4

Level: 1

Mol. Weight: 462.54 g/mol

Structure

SMILES: C12C(O2)CCC3C(C1)CCC3

Level: 0

Mol. Weight: 462.54 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.15
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.680
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.390
Plasma Protein Binding
56.21
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
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
13.240
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.550
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.190
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.830
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
-106.220
Rat (Acute)
4.810
Rat (Chronic Oral)
2.260
Fathead Minnow
4.060
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
430.060
Hydration Free Energy
-2.640
Log(D) at pH=7.4
2.110
Log(P)
3.22
Log S
-3.81
Log(Vapor Pressure)
-8.2
Melting Point
138.0
pKa Acid
6.06
pKa Basic
2.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7568
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7568
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7448
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7448
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7436
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7436
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7348
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7348
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7314
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7314
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7295
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7295
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7242
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7242
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7205
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7205
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7192
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7192
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7187
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7187
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7178
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7178
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7121
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7121

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