6′-O-(trans-p-coumaroyl)mussaenosidic acid-11-(5-O-beta-D-fructopyranosyl) ester - Compound Card

6′-O-(trans-p-coumaroyl)mussaenosidic acid-11-(5-O-beta-D-fructopyranosyl) ester

Select a section from the left sidebar

6′-O-(trans-p-coumaroyl)mussaenosidic acid-11-(5-O-beta-D-fructopyranosyl) ester

Structure
Zoomed Structure
  • Family: Plantae - Plantaginaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Iridoid Glycoside
Canonical Smiles OC[C@@H]1O[C@H](OC/C=C(/CC/C=C(/C(=O)O[C@@H]2OC(CO)[C@H](C([C@@H]2O)O)O)\C)\C)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C22H36O13/c1-10(6-7-32-21-18(29)16(27)14(25)12(8-23)33-21)4-3-5-11(2)20(31)35-22-19(30)17(28)15(26)13(9-24)34-22/h5-6,12-19,21-30H,3-4,7-9H2,1-2H3/b10-6+,11-5+/t12-,13?,14-,15+,16+,17?,18-,19-,21-,22-/m0/s1
InChIKey BAWUVURQGRDGQZ-SUTNJPQJSA-N
Formula C22H36O13
HBA 13
HBD 8
MW 508.52
Rotatable Bonds 10
TPSA 215.83
LogP -3.18
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 508.22
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Anarrhinum pedatum Plantaginaceae Plantae 2500742

Showing of synonyms

  • Beladjila K.A, Berrehal D, et al. (2019). Antiangiogenic Activity of Compounds Isolated from Anarrhinum pedatum. Journal of natural products, 2019, 82(3), 510-519. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C=CCCC=CCOC2CCCCO2

Level: 1

Mol. Weight: 508.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 508.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.99
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.130
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.750
Plasma Protein Binding
67.62
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
3.850
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.410
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.100
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.940
Micronucleos
Safe
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
-170.530
Rat (Acute)
2.020
Rat (Chronic Oral)
3.950
Fathead Minnow
3.950
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
551.790
Hydration Free Energy
-3.440
Log(D) at pH=7.4
-0.620
Log(P)
-1.82
Log S
-1.14
Log(Vapor Pressure)
-18.54
Melting Point
183.3
pKa Acid
5.15
pKa Basic
5.16
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 0.8757
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8582
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8030
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7905
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7720
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7285
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7254
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7233
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7165
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7077

Download SDF