11,13-dihydro-salonitenolide-9-O-(4-hydroxy-2-methyl)but-2-enote - Compound Card

11,13-dihydro-salonitenolide-9-O-(4-hydroxy-2-methyl)but-2-enote

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11,13-dihydro-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]2C1[C@H](C)C(=O)O2)/CO)/C)\C
InChI InChI=1S/C20H28O6/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/h5,7,10,14,16-18,21-22H,4,6,8-9,11H2,1-3H3/b12-5+,13-7+,15-10-/t14-,16-,17+,18?/m0/s1
InChIKey CFUOHDSKOJEYFL-IQCVELMESA-N
Formula C20H28O6
HBA 6
HBD 2
MW 364.44
Rotatable Bonds 4
TPSA 93.06
LogP 2.06
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 364.19
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: 162952218

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 364.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.640
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.530
Plasma Protein Binding
45.69
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
6.580
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.390
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.230
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.470
Micronucleos
Safe
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
-4.570
Rat (Acute)
2.630
Rat (Chronic Oral)
2.170
Fathead Minnow
4.450
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
401.120
Hydration Free Energy
-8.040
Log(D) at pH=7.4
1.320
Log(P)
1.81
Log S
-3.13
Log(Vapor Pressure)
-7.17
Melting Point
114.47
pKa Acid
9.46
pKa Basic
5.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8624
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8624
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8289
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8289
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7446
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7446
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7388
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7388
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7239
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7239
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7058
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7058

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