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Cytochalasin C

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 644a6a00-3d70-4d49-a668-378886832d47
Taxonomy Alkaloids and derivatives > Cytochalasans
IUPAC Name [(1R,2R,3Z,5R,7S,9Z,11R,12S,15R)-16-benzyl-5,12-dihydroxy-5,7,13,14-tetramethyl-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
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/h6-9,11-15,17,22-26,33,36H,10,16H2,1-5H3,(H,31,35)/b13-9-,15-14-/t17-,22-,23?,24+,25-,26+,29+,30+/m0/s1
InChI Key NAIODHJWOHMDJX-NGFXLRBHSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C30H37NO6
Molecular Weight 507.60 g/mol
Exact Mass 507.26208790 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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22144-76-9
EINECS 244-803-6
(3S-(3R*,3aS*,6R*,6aS*,7E,10R*,12S*,13E,15S*,15aS*))-15-(Acetyloxy)-3,3a,6,6a,9,10,12,15-octahydro-6,12-dihydroxy-4,5,10,12-tetramethyl-3-(phenylmethyl)-1H-cycloundec(d)isoindole-1,11(2H)-dione
1H-cycloundec(d)isoindole-1,11(2H)-dione, 3-benzyl-3,3a,6,6a,9,10,12,15-octahydro-6,12,15-trihydroxy-4,5,10,12-tetramehtyl-, 15-acetate
DTXSID101017588
(11)Cytochalasa-5,13,19-triene-1,17-dione, 21-(acetoxy)-7,18-dihydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E,21R)-
(11)Cytochalasa-5,13,19-triene-1,17-dione, 21-(acetyloxy)-7,18-dihydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E,21R)-
1H-Cycloundec(d)isoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,6,6a,9,10,12,15-octahydro-6,12-dihydroxy-4,5,10,12-tetramethyl-3-(phenylmethyl)-, (3S-(3R*,3aS*,6R*,6aS*,7E,10R*,12S*,13E,15S*,15aS*))-
7(S),18-Dihydroxy-16(S),18(R)-dimethyl-10-phenyl(11)cytochalasa-5,13(E),19(E)-triene-1,17-dione 21(R)-acetate

2D Structure

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2D Structure of Cytochalasin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9800 98.00%
Caco-2 - 0.7189 71.89%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Plasma membrane 0.7725 77.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior + 0.9253 92.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9748 97.48%
P-glycoprotein inhibitior - 0.9166 91.66%
P-glycoprotein substrate + 0.5991 59.91%
CYP3A4 substrate + 0.6921 69.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8427 84.27%
CYP3A4 inhibition - 0.8971 89.71%
CYP2C9 inhibition - 0.7153 71.53%
CYP2C19 inhibition - 0.7468 74.68%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition - 0.8967 89.67%
CYP2C8 inhibition + 0.5841 58.41%
CYP inhibitory promiscuity + 0.7397 73.97%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4745 47.45%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9569 95.69%
Skin irritation - 0.7522 75.22%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6824 68.24%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5507 55.07%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8970 89.70%
Acute Oral Toxicity (c) I 0.3493 34.93%
Estrogen receptor binding + 0.7084 70.84%
Androgen receptor binding + 0.6614 66.14%
Thyroid receptor binding + 0.6237 62.37%
Glucocorticoid receptor binding + 0.8141 81.41%
Aromatase binding + 0.5496 54.96%
PPAR gamma + 0.6986 69.86%
Honey bee toxicity - 0.7131 71.31%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9485 94.85%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.11% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.93% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.23% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.63% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.39% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.51% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.06% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.64% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 85.30% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.01% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.12% 95.89%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 82.86% 97.64%
CHEMBL340 P08684 Cytochrome P450 3A4 81.18% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.11% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 6440868
LOTUS LTS0142352
wikiData Q105176335