Neocaesalpin A - Compound Card

Neocaesalpin A

Select a section from the left sidebar

Neocaesalpin A

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles CC(=O)O[C@H]1[C@@H](OC(=O)C)CC([C@]2([C@@]1(C)[C@H]1C[C@@]3(O)OC(=O)C=C3[C@@]([C@@H]1CC2)(C)O)O)(C)C
InChI InChI=1S/C24H34O9/c1-12(25)31-16-11-20(3,4)24(30)8-7-14-15(21(24,5)19(16)32-13(2)26)10-23(29)17(22(14,6)28)9-18(27)33-23/h9,14-16,19,28-30H,7-8,10-11H2,1-6H3/t14-,15+,16+,19+,21+,22+,23-,24-/m1/s1
InChIKey VYCZHJIATCMHST-CEOQDNAZSA-N
Formula C24H34O9
HBA 9
HBD 3
MW 466.53
Rotatable Bonds 2
TPSA 139.59
LogP 1.37
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.79
Exact Mass 466.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Caesalpinia bonduc Leguminosae/Fabaceae Plantae 191881

Showing of synonyms

  • Essoung FRE, Mba'ning BM, et al. (2021). Antifeedant and ovicidal activities of a new cassane and other compounds from Caesalpinia welwitschiana Oliv. and Caesalpinia bonduc L. against Tuta absoluta (Lepidoptera: Gelechiidae).. Natural product research,2021, 35(24), 5681-5691. [View] [PubMed]
Pubchem: 15227227
Nmrshiftdb2: 70111468

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C=12)CC3C4C(CCC3C2)CCCC4

Level: 0

Mol. Weight: 466.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.81
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.44
Plasma Protein Binding
66.82
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
5.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.09
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.44
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.6
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
Safe
T. Pyriformis
-56.44
Rat (Acute)
3.67
Rat (Chronic Oral)
2.22
Fathead Minnow
4.0
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
425.95
Hydration Free Energy
-3.09
Log(D) at pH=7.4
1.48
Log(P)
1.37
Log S
-3.27
Log(Vapor Pressure)
-8.57
Melting Point
182.54
pKa Acid
6.25
pKa Basic
4.65

No predicted protein targets found for this compound.

Download SDF