Daucovirgolide D - Compound Card

Daucovirgolide D

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Daucovirgolide D

Structure
Zoomed Structure
  • Family: Plantae - Umbelliferae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles C/C=C(\C(=O)O[C@H]1CC(=C)[C@@H](O)CC/C(=C/[C@H]2[C@H]1[C@](C)(O)C(=O)O2)/C)/C
InChI InChI=1S/C20H28O6/c1-6-12(3)18(22)25-16-10-13(4)14(21)8-7-11(2)9-15-17(16)20(5,24)19(23)26-15/h6,9,14-17,21,24H,4,7-8,10H2,1-3,5H3/b11-9+,12-6-/t14-,15-,16-,17+,20-/m0/s1
InChIKey YMBPLAQTKFHJHK-ATGGYILISA-N
Formula C20H28O6
HBA 6
HBD 2
MW 364.44
Rotatable Bonds 2
TPSA 93.06
LogP 2.2
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 364.19
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: 145955672

No compound-protein relationship available.

Structure

SMILES: C1CC(=C)CCCC=CC(C12)OC(=O)C2

Level: 0

Mol. Weight: 364.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
53.9
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.39
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.35
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.44
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
Safe
T. Pyriformis
-7.7
Rat (Acute)
2.77
Rat (Chronic Oral)
2.0
Fathead Minnow
3.94
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
365.61
Hydration Free Energy
-8.11
Log(D) at pH=7.4
1.84
Log(P)
2.85
Log S
-3.1
Log(Vapor Pressure)
-7.15
Melting Point
146.96
pKa Acid
7.9
pKa Basic
3.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7725
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7443
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7394
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7281
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7180
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7085
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7058
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7001

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