Cytochalasin Z21

Details

• Internal ID: f567858a-71a1-4975-b4dd-5a9241a89b78
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (1aS,2S,2aS,5S,5aS,6S,6aR)-5-benzyl-2-[(E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-enyl]-2a-hydroxy-6,6a-dimethyl-1a,2,4,5,5a,6-hexahydrooxireno[2,3-f]isoindol-3-one
• InChI: InChI=1S/C25H35NO5/c1-14(21(28)16(3)27)9-8-12-18-22-24(4,31-22)15(2)20-19(26-23(29)25(18,20)30)13-17-10-6-5-7-11-17/h5-8,10-12,14-16,18-22,27-28,30H,9,13H2,1-4H3,(H,26,29)/b12-8+/t14-,15-,16+,18-,19-,20-,21+,22-,24+,25+/m0/s1
• InChI Key: PYBCICUBSSPZBO-BOVDKGFNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₅NO₅
• Molecular Weight: 429.50 g/mol
• Exact Mass: 429.25152322 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9055	90.55%
Caco-2	-	0.6932	69.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.3895	38.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8592	85.92%
P-glycoprotein inhibitior	-	0.6185	61.85%
P-glycoprotein substrate	+	0.5826	58.26%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.7562	75.62%
CYP2C9 inhibition	-	0.7899	78.99%
CYP2C19 inhibition	-	0.7969	79.69%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	-	0.8478	84.78%
CYP2C8 inhibition	-	0.5582	55.82%
CYP inhibitory promiscuity	+	0.5944	59.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4959	49.59%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9869	98.69%
Skin irritation	-	0.7558	75.58%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.8051	80.51%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7491	74.91%
Acute Oral Toxicity (c)	I	0.3288	32.88%
Estrogen receptor binding	+	0.7164	71.64%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.6491	64.91%
Aromatase binding	+	0.7395	73.95%
PPAR gamma	+	0.6081	60.81%
Honey bee toxicity	-	0.7169	71.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7629	76.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.78%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.81%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.89%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.71%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.42%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.64%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53240369
• LOTUS: LTS0269703
• wikiData: Q77383236