Amphipaniculoside E - Compound Card

Amphipaniculoside E

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Amphipaniculoside E

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Aliphatic Alcohol Glycoside
Canonical Smiles CCCCC[C@@H](O[C@@H]1OC(CO[C@H]2OC(C)[C@@H]([C@@H](C2O)O)O)[C@@H](C([C@@H]1O)O)O)C=C
InChI InChI=1S/C20H36O10/c1-4-6-7-8-11(5-2)29-20-18(26)16(24)14(22)12(30-20)9-27-19-17(25)15(23)13(21)10(3)28-19/h5,10-26H,2,4,6-9H2,1,3H3/t10?,11-,12?,13-,14-,15-,16?,17?,18-,19-,20+/m0/s1
InChIKey HPSAOYRBVRXVRN-UACHTFJISA-N
Formula C20H36O10
HBA 10
HBD 6
MW 436.5
Rotatable Bonds 10
TPSA 158.3
LogP -1.21
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 436.23
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Amphilophium paniculatum Bignoniaceae Plantae 353927

Showing of synonyms

  • Samy MN, Khalil HE, et al. (2015). Amphipaniculosides A-D, triterpenoid glycosides, and amphipaniculoside E, an aliphatic alcohol glycoside from the leaves of Amphilophium paniculatum. Phytochemistry,2015,115,261-268. [View] [PubMed]
Pubchem: 162817415
Nmrshiftdb2: 70078205

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 436.5 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 436.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.43
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.91
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.77
Plasma Protein Binding
67.69
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
3.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.15
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.24
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.76
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
-21.35
Rat (Acute)
2.29
Rat (Chronic Oral)
3.25
Fathead Minnow
2.52
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
456.55
Hydration Free Energy
-10.5
Log(D) at pH=7.4
0.93
Log(P)
0.48
Log S
-1.78
Log(Vapor Pressure)
-15.29
Melting Point
113.21
pKa Acid
5.99
pKa Basic
5.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9076
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9076
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7875
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7875
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7019
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7019

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