7-deacetylgedunin - Compound Card

7-deacetylgedunin

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7-deacetylgedunin

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Steroid
Canonical Smiles O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)[C@H](O)C[C@@H]3[C@]([C@H]1CC2)(C)C=CC(=O)C3(C)C)C
InChI InChI=1S/C26H32O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,18-20,28H,6,10,12H2,1-5H3/t15-,16+,18-,19+,20-,23-,24+,25+,26-/m1/s1
InChIKey HCEYJYMNIQHPPK-DXTZDJJUSA-N
Formula C26H32O6
HBA 6
HBD 1
MW 440.54
Rotatable Bonds 1
TPSA 89.27
LogP 3.99
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 440.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudocedrela kotschyi Meliaceae Plantae 356281

Showing of synonyms

  • Sidjui LS, Nganso YOD, et al. (2018). Kostchyienones A and B, new antiplasmodial and cytotoxicity of limonoids from the roots of Pseudocedrela kotschyi (Schweinf.) Harms.. Zeitschrift fur Naturforschung. C, Journal of biosciences,2018, 73(3-4), 153-160. [View] [PubMed]
Pubchem: 3034112
Chebi: 67296
Nmrshiftdb2: 60070666
Metabolights: MTBLC67296
CPRiL: 420105
Structure

SMILES: c1occc1C(OC(=O)C(C234)O4)C2CCC5C3CCC6C5C=CC(=O)C6

Level: 1

Mol. Weight: 440.54 g/mol

Structure

SMILES: C123C(O3)C(=O)OCC2CCC4C1CCC5C4C=CC(=O)C5

Level: 0

Mol. Weight: 440.54 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 440.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.25
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
57.4
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.72
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.02
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.82
Micronucleos
Toxic
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
-112.02
Rat (Acute)
4.19
Rat (Chronic Oral)
1.79
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
479.03
Hydration Free Energy
-2.8
Log(D) at pH=7.4
3.28
Log(P)
2.89
Log S
-4.94
Log(Vapor Pressure)
-9.21
Melting Point
258.74
pKa Acid
4.68
pKa Basic
4.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7284
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7269
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7208
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7202
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7177
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7165
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7040

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