Cytochalasin Z12

Details

• Internal ID: 58dc090a-0316-4942-aec0-25cb558ed14c
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (3S,3aS,6S,7S,7aS)-3-benzyl-7-[(E,4S,5R,6R)-5,6-dihydroxy-4-methylhept-1-enyl]-6,7a-dihydroxy-4,5-dimethyl-3,3a,6,7-tetrahydro-2H-isoindol-1-one
• SMILES (Canonical): CC1=C(C(C(C2(C1C(NC2=O)CC3=CC=CC=C3)O)C=CCC(C)C(C(C)O)O)O)C
• SMILES (Isomeric): CC1=C([C@H]([C@@H]([C@]2([C@@H]1[C@@H](NC2=O)CC3=CC=CC=C3)O)/C=C/C[C@H](C)[C@H]([C@@H](C)O)O)O)C
• InChI: InChI=1S/C25H35NO5/c1-14(22(28)17(4)27)9-8-12-19-23(29)16(3)15(2)21-20(26-24(30)25(19,21)31)13-18-10-6-5-7-11-18/h5-8,10-12,14,17,19-23,27-29,31H,9,13H2,1-4H3,(H,26,30)/b12-8+/t14-,17+,19-,20-,21-,22+,23+,25+/m0/s1
• InChI Key: HOIPGQDLLAWNHD-USBMXEKVSA-N
• Popularity: 1 reference 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): 110.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• CHEMBL518476

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9734	97.34%
Caco-2	-	0.6920	69.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.5433	54.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8613	86.13%
P-glycoprotein inhibitior	-	0.6918	69.18%
P-glycoprotein substrate	-	0.5550	55.50%
CYP3A4 substrate	+	0.6040	60.40%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.9143	91.43%
CYP2C9 inhibition	-	0.7638	76.38%
CYP2C19 inhibition	-	0.7719	77.19%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.8191	81.91%
CYP2C8 inhibition	+	0.4723	47.23%
CYP inhibitory promiscuity	+	0.7139	71.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5089	50.89%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9818	98.18%
Skin irritation	-	0.7577	75.77%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5233	52.33%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8946	89.46%
Acute Oral Toxicity (c)	III	0.3633	36.33%
Estrogen receptor binding	+	0.6908	69.08%
Androgen receptor binding	+	0.5573	55.73%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	+	0.7146	71.46%
PPAR gamma	+	0.6506	65.06%
Honey bee toxicity	-	0.7634	76.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8254	82.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.80%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.73%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.28%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.84%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.76%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.00%	97.64%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.79%	90.24%
CHEMBL4447	Q9Y337	Kallikrein 5	81.11%	87.50%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.35%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24970400
• LOTUS: LTS0030074
• wikiData: Q77520456