Salonitenolide-9-O-(4-hydroxy-2-methyl)but-2-enote - Compound Card

Salonitenolide-9-O-(4-hydroxy-2-methyl)but-2-enote

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Salonitenolide-9-O-(4-hydroxy-2-methyl)but-2-enote

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles OC/C=C(\C(=O)O[C@H]1C/C(=C/CC/C(=C/[C@@H]2C1C(=C)C(=O)O2)/CO)/C)/C
InChI InChI=1S/C20H26O6/c1-12-5-4-6-15(11-22)10-17-18(14(3)20(24)26-17)16(9-12)25-19(23)13(2)7-8-21/h5,7,10,16-18,21-22H,3-4,6,8-9,11H2,1-2H3/b12-5+,13-7-,15-10-/t16-,17+,18?/m0/s1
InChIKey VSSKJOWJRGBTGI-KHHMIAQDSA-N
Formula C20H26O6
HBA 6
HBD 2
MW 362.42
Rotatable Bonds 4
TPSA 93.06
LogP 1.98
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 362.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Centaurea glomerata Asteraceae Plantae 363428

Showing of synonyms

  • El-Masry S, Darwish FA, et al. (1985). Sesquiterpene lactones from Centaurea glomerata. Phytochemistry,1985,24(5),999-1001. [View]
Pubchem: 162988505

No compound-protein relationship available.

Structure

SMILES: C=C1C(=O)OC(C12)C=CCCC=CCC2

Level: 0

Mol. Weight: 362.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.66
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.660
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.500
Plasma Protein Binding
46.12
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
7.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.750
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.630
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.090
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
-4.370
Rat (Acute)
2.780
Rat (Chronic Oral)
2.180
Fathead Minnow
4.410
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
394.470
Hydration Free Energy
-8.270
Log(D) at pH=7.4
1.440
Log(P)
1.66
Log S
-2.91
Log(Vapor Pressure)
-7.37
Melting Point
108.8
pKa Acid
8.34
pKa Basic
5.23
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8439
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8439
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8346
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8346
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8233
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8233
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8217
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8217
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7907
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7907
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7771
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7771
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7295
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7295
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7100
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7100
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7075
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7075

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