Cleistenonal - Compound Card

Cleistenonal

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Cleistenonal

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Benzoic Acid Derivative
Canonical Smiles O=Cc1ccc2c(c1)[C@]1(C=C[C@@H]2[C@@H]([C@H]1OC(=O)C)O)C(OC(=O)c1ccccc1)OC(=O)C
InChI InChI=1S/C25H22O8/c1-14(27)31-22-21(29)19-10-11-25(22,20-12-16(13-26)8-9-18(19)20)24(32-15(2)28)33-23(30)17-6-4-3-5-7-17/h3-13,19,21-22,24,29H,1-2H3/t19-,21-,22+,24?,25-/m0/s1
InChIKey YXBSFFUFEBAOCR-GPHSRZSCSA-N
Formula C25H22O8
HBA 8
HBD 1
MW 450.44
Rotatable Bonds 6
TPSA 116.2
LogP 2.44
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 450.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleistochlamys kirkii Annonaceae Plantae 1237197

Showing of synonyms

  • Nyandoro SS, Munissi JJ, et al. (2017). Polyoxygenated cyclohexenes and other constituents of Cleistochlamys kirkii leaves. Journal of Natural Products,2017,80(1),114-125. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC23c4c(C(C=C2)CC3)cccc4

Level: 1

Mol. Weight: 450.44 g/mol

Structure

SMILES: c1cccc(c12)C3C=CC2CC3

Level: 0

Mol. Weight: 450.44 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 450.44 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.85
Plasma Protein Binding
66.22
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.77
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.11
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.93
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.64
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
-133.53
Rat (Acute)
2.94
Rat (Chronic Oral)
2.7
Fathead Minnow
4.9
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
449.69
Hydration Free Energy
-2.84
Log(D) at pH=7.4
2.74
Log(P)
2.85
Log S
-4.55
Log(Vapor Pressure)
-9.36
Melting Point
169.98
pKa Acid
7.78
pKa Basic
-0.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8679
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8679
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8275
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8275
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7711
Pol protein Q000H7 Q000H7_9HIV1 Human immunodeficiency virus 1 3 0.7711
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7542
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7542
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7372
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7372
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7366
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7366
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7197
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7197
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7182
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7182
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7006
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7006

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