Daucovirgolide F - Compound Card

Daucovirgolide F

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Daucovirgolide F

Structure
Zoomed Structure
  • Family: Plantae - Umbelliferae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles C/C=C(\C(=O)O[C@]1(C)C(=O)O[C@@H]2[C@@H]1[C@@H](OC(=O)[C@@]1(C)O[C@H]1C)[C@@H]1O[C@@]1(C)CC/C=C(/C2)\C)/C
InChI InChI=1S/C25H34O8/c1-8-14(3)20(26)33-25(7)17-16(29-22(25)28)12-13(2)10-9-11-23(5)19(32-23)18(17)30-21(27)24(6)15(4)31-24/h8,10,15-19H,9,11-12H2,1-7H3/b13-10+,14-8-/t15-,16-,17+,18+,19-,23-,24-,25-/m0/s1
InChIKey OSPAHUVTCVSZKO-OKRFMTIYSA-N
Formula C25H34O8
HBA 8
HBD 0
MW 462.54
Rotatable Bonds 4
TPSA 103.96
LogP 3.17
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 462.23
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]

No compound-protein relationship available.

Structure

SMILES: O1CC1C(=O)OC2C(CC(=O)O3)C3CC=CCCC(O4)C24

Level: 1

Mol. Weight: 462.54 g/mol

Structure

SMILES: C12C(O2)CCC=CCC3C(C1)CC(=O)O3

Level: 0

Mol. Weight: 462.54 g/mol

Structure

SMILES: C1CO1

Level: 0

Mol. Weight: 462.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.0
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.45
Plasma Protein Binding
38.84
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
12.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.75
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.57
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.82
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
-125.17
Rat (Acute)
4.0
Rat (Chronic Oral)
1.67
Fathead Minnow
4.17
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
403.12
Hydration Free Energy
-2.71
Log(D) at pH=7.4
2.89
Log(P)
4.2
Log S
-4.49
Log(Vapor Pressure)
-7.0
Melting Point
75.9
pKa Acid
5.82
pKa Basic
0.67
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8180
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7908
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7877
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7836
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7660
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7371
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7248

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