Eustomoside - Compound Card

Eustomoside

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Eustomoside

Structure
Zoomed Structure
  • Family: Plantae - Caprifoliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Bisiridoid
Canonical Smiles OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@]([C@H]2[C@H]2CO2)(O)CCOC3=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C16H22O11/c17-3-7-10(18)11(19)12(20)15(26-7)27-14-9(8-5-24-8)16(22)1-2-23-13(21)6(16)4-25-14/h4,7-12,14-15,17-20,22H,1-3,5H2/t7-,8-,9+,10-,11+,12-,14+,15+,16+/m1/s1
InChIKey SASRTFVIQCGADD-YZYAHLETSA-N
Formula C16H22O11
HBA 11
HBD 5
MW 390.34
Rotatable Bonds 4
TPSA 167.67
LogP -3.26
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 390.12
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Scabiosa stellata Caprifoliaceae Plantae 596806

Showing of synonyms

  • Lehbili M, Alabdul Magid A, et al. (2018). Two new bis-iridoids isolated from Scabiosa stellata and their antibacterial, antioxidant, anti-tyrosinase and cytotoxic activities. Fitoterapia, 2018, 125, 41-48. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1OCCC(C1=2)C(C3CO3)C(OC2)OC4CCCCO4

Level: 2

Mol. Weight: 390.34 g/mol

Structure

SMILES: O=C1OCCC(C1=2)CC(OC2)OC3CCCCO3

Level: 1

Mol. Weight: 390.34 g/mol

Structure

SMILES: C1OCC(C2CO2)C(C=13)CCOC3=O

Level: 1

Mol. Weight: 390.34 g/mol

Structure

SMILES: C1OCCC(C=12)CCOC2=O

Level: 0

Mol. Weight: 390.34 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 390.34 g/mol

Structure

SMILES: C1CO1

Level: 0

Mol. Weight: 390.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.230
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.17

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.510
Plasma Protein Binding
25.51
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
7.530
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.140
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.630
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
-17.980
Rat (Acute)
2.890
Rat (Chronic Oral)
3.160
Fathead Minnow
3.550
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
487.960
Hydration Free Energy
-11.220
Log(D) at pH=7.4
-2.540
Log(P)
-2.98
Log S
-0.97
Log(Vapor Pressure)
-13.44
Melting Point
150.83
pKa Acid
5.39
pKa Basic
3.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8763
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7806
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7257
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7099
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7043

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