Elemavirgolide - Compound Card

Elemavirgolide

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Elemavirgolide

Structure
Zoomed Structure
  • Family: Plantae - Umbelliferae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C=C(\C(=O)O[C@H]1C[C@@](C)(C=C)[C@@H]([C@@H]2[C@@H]1[C@@](C)(O)C(=O)O2)C(=C)C)/C
InChI InChI=1S/C20H28O5/c1-8-12(5)17(21)24-13-10-19(6,9-2)14(11(3)4)16-15(13)20(7,23)18(22)25-16/h8-9,13-16,23H,2-3,10H2,1,4-7H3/b12-8-/t13-,14+,15+,16+,19+,20+/m0/s1
InChIKey HTYLKLLSFZYNRG-JWYFGCGMSA-N
Formula C20H28O5
HBA 5
HBD 1
MW 348.44
Rotatable Bonds 4
TPSA 72.83
LogP 2.95
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 348.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Daucus virgatus Umbelliferae Plantae 1869349

Showing of synonyms

  • Snene A, Sirignano C, et al. (2017). Antiproliferative metabolites from the Northern African endemic plant Daucus virgatus (Apiaceae). Phytochemistry,2017,143,194-198. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C12)CCCC2

Level: 0

Mol. Weight: 348.44 g/mol

Antiproliferative

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
67.82
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.27
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.68
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.25
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.53
Micronucleos
Safe
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
Safe
T. Pyriformis
-4.24
Rat (Acute)
2.6
Rat (Chronic Oral)
1.85
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
322.1
Hydration Free Energy
-6.14
Log(D) at pH=7.4
2.99
Log(P)
4.55
Log S
-4.47
Log(Vapor Pressure)
-6.6
Melting Point
103.87
pKa Acid
8.66
pKa Basic
3.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8599
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8547
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7697
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7456
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7325
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7259
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7115
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7082

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