Salonitenolide-9-O-(2-hydroxymethyl)but-2-enoate - Compound Card

Salonitenolide-9-O-(2-hydroxymethyl)but-2-enoate

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Salonitenolide-9-O-(2-hydroxymethyl)but-2-enoate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles OC/C/1=C\[C@H]2OC(=O)C(=C)C2[C@H](C/C(=C/CC1)/C)OC(=O)/C(=C/C)/CO
InChI InChI=1S/C20H26O6/c1-4-15(11-22)20(24)26-16-8-12(2)6-5-7-14(10-21)9-17-18(16)13(3)19(23)25-17/h4,6,9,16-18,21-22H,3,5,7-8,10-11H2,1-2H3/b12-6+,14-9-,15-4+/t16-,17+,18?/m0/s1
InChIKey KOGNLNRVSGSMIV-FVMNUGKQSA-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: 162951841

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)
-4.68
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
49.54
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
6.29
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.88
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.52
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.44
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.72
Rat (Acute)
2.78
Rat (Chronic Oral)
2.31
Fathead Minnow
4.58
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
394.5
Hydration Free Energy
-8.58
Log(D) at pH=7.4
1.55
Log(P)
1.78
Log S
-3.13
Log(Vapor Pressure)
-7.27
Melting Point
122.46
pKa Acid
8.03
pKa Basic
4.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7952
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7952
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7479
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7479
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7419
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7419
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7225
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7225
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7222
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7222
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7215
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7215
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7195
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7195
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7131
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7131

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