Cytochalasin D - Compound Card

Cytochalasin D

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Cytochalasin D

Structure
Zoomed Structure
  • Family: Fungi - Glomerellaceae
  • Kingdom: Fungi
  • Class: Alkaloid
Canonical Smiles CC(=O)O[C@@H]1/C=C/[C@@](C)(O)C(=O)[C@H](C/C=C/[C@@H]2[C@]31C(=O)NC([C@@H]3[C@H](C)C(=C)[C@H]2O)Cc1ccccc1)C
InChI InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23?,24+,25-,26+,29+,30+/m0/s1
InChIKey SDZRWUKZFQQKKV-VISWMUCWSA-N
Formula C30H37NO6
HBA 6
HBD 3
MW 507.63
Rotatable Bonds 3
TPSA 112.93
LogP 2.92
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 507.26
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Colletotrichum gloeosporioides Glomerellaceae Fungi 474922

Showing of synonyms

  • Sass G, Tsamo AT, et al. (2019). Vismione B Interferes with Trypanosoma cruzi Infection of Vero Cells and Human Stem Cell-Derived Cardiomyocytes.. The American journal of tropical medicine and hygiene,2019, 101(6), 1359-1368. [View] [PubMed]
Pubchem: 45073470
CPRiL: 1346
Structure

SMILES: c1ccccc1CC(NC2=O)C(C234)CC(=C)CC3C=CCCC(=O)CC=CC4

Level: 1

Mol. Weight: 507.63 g/mol

Structure

SMILES: O=C1NCC(C123)CC(=C)CC2C=CCCC(=O)CC=CC3

Level: 0

Mol. Weight: 507.63 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 507.63 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.72
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.7
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.16
Plasma Protein Binding
83.83
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
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
7.89
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.37
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.49
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.36
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
-673.96
Rat (Acute)
4.24
Rat (Chronic Oral)
2.53
Fathead Minnow
4.88
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
496.54
Hydration Free Energy
-2.96
Log(D) at pH=7.4
2.8
Log(P)
2.41
Log S
-4.23
Log(Vapor Pressure)
-10.05
Melting Point
195.02
pKa Acid
6.18
pKa Basic
3.93
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8030
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7852
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7378
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7287
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7231
Glutaminyl-peptide cyclotransferase Q16769 QPCT_HUMAN Homo sapiens 3 0.7225
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 3 0.7115
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 2 0.7074

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