16,17-dihydrobrachycalyxolide - Compound Card

16,17-dihydrobrachycalyxolide

Select a section from the left sidebar

16,17-dihydrobrachycalyxolide

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Lactone
Canonical Smiles OCC(=C)C(=O)O[C@H]1C[C@@]2(C)OC(=O)[C@@H]([C@]2(O)CC[C@@]2([C@@H]([C@@H]3C1=C(COC(=O)C)C(=O)O3)O2)C)CC
InChI InChI=1S/C25H32O11/c1-6-15-22(30)36-24(5)9-16(33-20(28)12(2)10-26)17-14(11-32-13(3)27)21(29)34-18(17)19-23(4,35-19)7-8-25(15,24)31/h15-16,18-19,26,31H,2,6-11H2,1,3-5H3/t15-,16-,18-,19+,23+,24+,25+/m0/s1
InChIKey PWMYDLPGNYMRRV-YHPJLETLSA-N
Formula C25H32O11
HBA 11
HBD 2
MW 508.52
Rotatable Bonds 6
TPSA 158.19
LogP 0.65
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 508.19
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Vernonia brachycalyx Asteraceae Plantae 434693

Showing of synonyms

  • Oketch-Rabah HA, Brøgger Christensen S, et al. (1998). Antiprotozoal properties of 16,17-dihydrobrachycalyxolide from Vernonia brachycalyx.. Planta Medica,1998,64(6),559-562. [View] [PubMed]
Pubchem: 10368997
Nmrshiftdb2: 70042708

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCC3C(OC(=O)C3)CCC=4C1OC(=O)C4

Level: 0

Mol. Weight: 508.52 g/mol

Antiprotozoal

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.670
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.360
Plasma Protein Binding
40.04
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.710
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.390
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.500
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.050
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
-373.050
Rat (Acute)
5.670
Rat (Chronic Oral)
2.410
Fathead Minnow
4.040
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
450.620
Hydration Free Energy
-2.870
Log(D) at pH=7.4
0.710
Log(P)
0.73
Log S
-3.16
Log(Vapor Pressure)
-8.89
Melting Point
134.34
pKa Acid
5.65
pKa Basic
1.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8215
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8215
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8181
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8181
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7375
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7375
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7303
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7303
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7263
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7263
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7091
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7091
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7079
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7079
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7030
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7030

Download SDF