1beta,8alpha-dihydroxy-eudesm-4-en-6beta,7alpha,11betaH-6-olide - Compound Card

1beta,8alpha-dihydroxy-eudesm-4-en-6beta,7alpha,11betaH-6-olide

Select a section from the left sidebar

1beta,8alpha-dihydroxy-eudesm-4-en-6beta,7alpha,11betaH-6-olide

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O[C@@H]1CC/C=C/[C@H]2[C@H]([C@H](CC1)O)[C@H](C)C(=O)O2
InChI InChI=1S/C13H20O4/c1-8-12-10(15)7-6-9(14)4-2-3-5-11(12)17-13(8)16/h3,5,8-12,14-15H,2,4,6-7H2,1H3/b5-3+/t8-,9+,10-,11-,12-/m0/s1
InChIKey NRJBCHONNAYGLK-YGBFRMIDSA-N
Formula C13H20O4
HBA 4
HBD 2
MW 240.3
Rotatable Bonds 0
TPSA 66.76
LogP 1.02
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 240.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Launaea arborescens Asteraceae Plantae 43199

Showing of synonyms

  • Bitam F, Ciavatta ML, et al. (2008). Chemical characterisation of the terpenoid constituents of the Algerian plant Launaea arborescens. Phytochemistry,2008,69,2984-2992. [View] [PubMed]
Pubchem: 162967702
Nmrshiftdb2: 70022803

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C12)C=CCCCCCC2

Level: 0

Mol. Weight: 240.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.08
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.15
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.43
Plasma Protein Binding
34.2
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
4.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.63
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.07
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3.6
Rat (Acute)
2.24
Rat (Chronic Oral)
2.02
Fathead Minnow
3.83
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
343.79
Hydration Free Energy
-10.77
Log(D) at pH=7.4
0.3
Log(P)
0.16
Log S
-1.33
Log(Vapor Pressure)
-6.28
Melting Point
131.98
pKa Acid
9.13
pKa Basic
5.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8938
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8938
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8033
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8033

Download SDF