Daucoguaianolactone F - Compound Card

Daucoguaianolactone F

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Daucoguaianolactone F

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone Ester
Canonical Smiles C/C=C(\C(=O)O[C@H]1CC(=C2[C@H]([C@H]3[C@@H]1[C@](C)(OC(=O)C(C)C)C(=O)O3)C(=CC2=O)C)C)/C
InChI InChI=1S/C24H30O7/c1-8-12(4)22(27)29-16-10-14(6)17-15(25)9-13(5)18(17)20-19(16)24(7,23(28)30-20)31-21(26)11(2)3/h8-9,11,16,18-20H,10H2,1-7H3/b12-8-/t16-,18+,19+,20-,24-/m0/s1
InChIKey QHRMVRUXGPKQNT-QTMAYYPCSA-N
Formula C24H30O7
HBA 7
HBD 0
MW 430.5
Rotatable Bonds 4
TPSA 95.97
LogP 3.23
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 430.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Daucus glaber Apiaceae Plantae 4038

Showing of synonyms

  • Sallam AA, Hitotsuyanagi Y, et al. (2010). Sesquiterpene lactones from Daucus glaber. Helvetica Chimica Acta,2010,93,48-57. [View]
Pubchem: 102165832

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(C1=2)C3C(CC(=O)O3)CCC2

Level: 0

Mol. Weight: 430.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.5
Plasma Protein Binding
79.38
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.8
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.34
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.66
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.68
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
-30.52
Rat (Acute)
2.85
Rat (Chronic Oral)
2.09
Fathead Minnow
4.27
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
400.34
Hydration Free Energy
-4.02
Log(D) at pH=7.4
2.8
Log(P)
3.78
Log S
-4.47
Log(Vapor Pressure)
-7.02
Melting Point
144.26
pKa Acid
8.37
pKa Basic
3.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7397
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7397
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7143
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7143
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7097
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7097
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7067
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7067
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7033
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7033

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