Eleutherinol-8-O-beta-D-glucoside - Compound Card

Eleutherinol-8-O-beta-D-glucoside

Select a section from the left sidebar

Eleutherinol-8-O-beta-D-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Iridaceae
  • Kingdom: Plantae
  • Class: Polyketide
    • Subclass: Polyketide Glycoside
Canonical Smiles OCC1OC(Oc2cc(O)c3c(c2)cc(c2c3oc(C)cc2=O)C)C(C(C1O)O)O
InChI InChI=1S/C21H22O9/c1-8-3-10-5-11(29-21-19(27)18(26)17(25)14(7-22)30-21)6-13(24)16(10)20-15(8)12(23)4-9(2)28-20/h3-6,14,17-19,21-22,24-27H,7H2,1-2H3
InChIKey STJTYBJHMLVPKT-UHFFFAOYSA-N
Formula C21H22O9
HBA 9
HBD 5
MW 418.4
Rotatable Bonds 3
TPSA 149.82
LogP 0.45
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 418.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Eleutherine bulbosa Iridaceae Plantae 1210469

Showing of synonyms

  • Gallo FR, Palazzino G, et al. (2010). Polyketides from Eleutherine bulbosa.. Natural product research,2010, 24(16), 1578-1586. [View] [PubMed]
Pubchem: 45360037

No compound-protein relationship available.

Structure

SMILES: o1ccc(=O)c(c1c23)ccc2cc(cc3)OC4CCCCO4

Level: 1

Mol. Weight: 418.4 g/mol

Structure

SMILES: o1ccc(=O)c(c1c23)ccc2cccc3

Level: 0

Mol. Weight: 418.4 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 418.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.45
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.27
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.12

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.22
Plasma Protein Binding
37.02
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
6.89
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.95
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.08
Micronucleos
Toxic
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
-22.26
Rat (Acute)
2.54
Rat (Chronic Oral)
3.68
Fathead Minnow
4.3
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
544.15
Hydration Free Energy
-9.17
Log(D) at pH=7.4
0.89
Log(P)
1.06
Log S
-3.6
Log(Vapor Pressure)
-10.7
Melting Point
196.44
pKa Acid
6.72
pKa Basic
5.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9311
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9191
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9069
Choline kinase alpha P35790 CHKA_HUMAN Homo sapiens 4 0.8888
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8860
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8330
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8321
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8276
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8158
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7973
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7944
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.7830
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7802
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7652
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7565
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7429
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7410
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7386
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7354
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7337
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7278
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7274
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7221
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7212
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7184
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 4 0.7176
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 5 0.7174
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7162
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7138
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7123
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7075
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7071
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.7061

Download SDF