Pinnatoside A - Compound Card

Pinnatoside A

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Pinnatoside A

Structure
Zoomed Structure
  • Family: Plantae - Sapindaceae
  • Kingdom: Plantae
  • Class: Glycoside
Canonical Smiles OCC1O[C@@H](OCC2=CC(=O)NC2)C([C@H]([C@@H]1O)O)O
InChI InChI=1S/C11H17NO7/c13-3-6-8(15)9(16)10(17)11(19-6)18-4-5-1-7(14)12-2-5/h1,6,8-11,13,15-17H,2-4H2,(H,12,14)/t6?,8-,9+,10?,11-/m1/s1
InChIKey GZBPZNTZJDIEFK-GDGFKARHSA-N
Formula C11H17NO7
HBA 7
HBD 5
MW 275.26
Rotatable Bonds 4
TPSA 128.48
LogP -3.14
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 275.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Paullinia pinnata Sapindaceae Plantae 290984

Showing of synonyms

  • Lunga PK, Qin XJ, et al. (2015). A new antimicrobial and radical-scavenging glycoside from Paullinia pinnata var. cameroonensis.. Natural product research,2015, 29(18), 1688-1694. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1NC(=O)C=C1COC2CCCCO2

Level: 1

Mol. Weight: 275.26 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 275.26 g/mol

Structure

SMILES: O=C1C=CCN1

Level: 0

Mol. Weight: 275.26 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-5.48
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.81
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.33
Plasma Protein Binding
22.74
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
2.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.47
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.42
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.36
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
-1.93
Rat (Acute)
1.85
Rat (Chronic Oral)
2.59
Fathead Minnow
2.1
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
437.1
Hydration Free Energy
-20.89
Log(D) at pH=7.4
-1.81
Log(P)
-2.94
Log S
-0.21
Log(Vapor Pressure)
-12.69
Melting Point
159.24
pKa Acid
6.69
pKa Basic
6.35
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 0.8626
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8228
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8011
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7849
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7385
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7153
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7149

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