8alpha-hydroxy-11beta,13-dihydro onopordaldehyde - Compound Card

8alpha-hydroxy-11beta,13-dihydro onopordaldehyde

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8alpha-hydroxy-11beta,13-dihydro onopordaldehyde

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O=C[C@@H]1CCC[C@]2([C@H]1[C@H]1OC(=O)[C@H]([C@@H]1[C@H](C2)O)C)C
InChI InChI=1S/C15H22O4/c1-8-11-10(17)6-15(2)5-3-4-9(7-16)12(15)13(11)19-14(8)18/h7-13,17H,3-6H2,1-2H3/t8-,9-,10-,11+,12+,13-,15+/m0/s1
InChIKey MQRHMIQHZYPICC-YRTQZTBLSA-N
Formula C15H22O4
HBA 4
HBD 1
MW 266.34
Rotatable Bonds 1
TPSA 63.6
LogP 1.55
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 266.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Centaurea granata Asteraceae Plantae 479585

Showing of synonyms

  • Medjroubi K, Benayache F, et al. (1998). Eudesmanolide from Centaurea granata. Phytochemistry,1998,49(8),2425-2427. [View]
Pubchem: 162943117
Nmrshiftdb2: 60073452

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 266.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.410
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.360
Plasma Protein Binding
44.9
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
12.460
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.750
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.370
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.820
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
-1.240
Rat (Acute)
3.530
Rat (Chronic Oral)
1.390
Fathead Minnow
3.920
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
348.490
Hydration Free Energy
-7.160
Log(D) at pH=7.4
1.410
Log(P)
0.62
Log S
-2.46
Log(Vapor Pressure)
-6.29
Melting Point
171.05
pKa Acid
7.28
pKa Basic
6.12
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 0.8218
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8218

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