Daucovirgolide C - Compound Card

Daucovirgolide C

Select a section from the left sidebar

Daucovirgolide C

Structure
Zoomed Structure
  • Family: Plantae - Umbelliferae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles C/C=C(\C(=O)O[C@H]1[C@@H]2O[C@@]2(C)CC[C@H](C(=C)C[C@H]2[C@H]1[C@](C)(O)C(=O)O2)OO)/C
InChI InChI=1S/C20H28O8/c1-6-10(2)17(21)26-15-14-13(25-18(22)20(14,5)23)9-11(3)12(28-24)7-8-19(4)16(15)27-19/h6,12-16,23-24H,3,7-9H2,1-2,4-5H3/b10-6-/t12-,13+,14-,15-,16+,19+,20+/m1/s1
InChIKey AAEHRFQOSQPBIQ-SLAUIOJXSA-N
Formula C20H28O8
HBA 8
HBD 2
MW 396.44
Rotatable Bonds 3
TPSA 114.82
LogP 1.91
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 396.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Daucus virgatus Umbelliferae Plantae 1869349

Showing of synonyms

  • Sirignano C, Snene A, et al. (2017). Angeloylated Germacranolides from Daucus virgatus and Their Plasmodium Transmission Blocking Activity. J Nat Prod,2017,80(10),2787-2794. [View] [PubMed]
Pubchem: 145973839

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCCC(=C)CC3C(C1)CC(=O)O3

Level: 0

Mol. Weight: 396.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.19
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.32
Plasma Protein Binding
37.48
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.99
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.59
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.1
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.9
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
-13.81
Rat (Acute)
4.7
Rat (Chronic Oral)
2.02
Fathead Minnow
4.0
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
367.79
Hydration Free Energy
-7.27
Log(D) at pH=7.4
0.88
Log(P)
1.65
Log S
-2.67
Log(Vapor Pressure)
-7.41
Melting Point
126.86
pKa Acid
6.25
pKa Basic
0.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7470
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7402
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7228
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7181

Download SDF