Isopinnatal - Compound Card

Isopinnatal

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Isopinnatal

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
    • Subclass: Naphthoquinone
Canonical Smiles O=C[C@]1(C)[C@@H]2CC[C@]3([C@@H]2C=C2C1(O3)C(=O)c1c(C2=O)cc(cc1)O)C
InChI InChI=1S/C20H18O5/c1-18(9-21)13-5-6-19(2)14(13)8-15-16(23)12-7-10(22)3-4-11(12)17(24)20(15,18)25-19/h3-4,7-9,13-14,22H,5-6H2,1-2H3/t13-,14-,18-,19+,20?/m1/s1
InChIKey NMLFNFAGOHGLMD-IKRSWNKOSA-N
Formula C20H18O5
HBA 5
HBD 1
MW 338.36
Rotatable Bonds 1
TPSA 80.67
LogP 2.47
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 338.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Kigelia pinnata Bignoniaceae Plantae 70070

Showing of synonyms

  • Binutu OA, Adesogan KE, et al. (1996). Antibacterial and antifungal compounds from Kigelia pinnata. Planta Medica, 1996,62(4), 352-353. [View]
Pubchem: 3035834

No compound-protein relationship available.

Structure

SMILES: O1C2CCC(C3)C2C=C(C134)C(=O)c5c(C4=O)cccc5

Level: 0

Mol. Weight: 338.36 g/mol

Antibacterial
Antifungal

Absorption

Caco-2 (logPapp)
-4.6
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.64
Plasma Protein Binding
58.29
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.22
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.18
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.37
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.35
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-1.11
Rat (Acute)
3.7
Rat (Chronic Oral)
2.1
Fathead Minnow
3.93
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
418.86
Hydration Free Energy
-7.52
Log(D) at pH=7.4
2.23
Log(P)
2.78
Log S
-4.11
Log(Vapor Pressure)
-7.95
Melting Point
263.61
pKa Acid
4.56
pKa Basic
3.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7294
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7112
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7108
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7091
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7013

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