Asperchalasin C

Details

• Internal ID: f7aabc6e-b5af-4192-9b54-d099d3bff319
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (3S,3aR,4S,5R)-3-benzyl-7-[(4S,5S,6S)-5,6-dihydroxy-4-methylhept-1-enyl]-4,5-dimethyl-3,3a,4,5-tetrahydro-2H-isoindole-1,6-dione
• InChI: InChI=1S/C25H33NO4/c1-14(23(28)17(4)27)9-8-12-19-22-21(15(2)16(3)24(19)29)20(26-25(22)30)13-18-10-6-5-7-11-18/h5-8,10-12,14-17,20-21,23,27-28H,9,13H2,1-4H3,(H,26,30)/t14-,15+,16+,17-,20-,21-,23-/m0/s1
• InChI Key: MSJOAEFNYQKJQS-NCMBGXMJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃NO₄
• Molecular Weight: 411.50 g/mol
• Exact Mass: 411.24095853 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• (3S,3aR,4S,5R)-3-benzyl-7-[(4S,5S,6S)-5,6-dihydroxy-4-methylhept-1-enyl]-4,5-dimethyl-3,3a,4,5-tetrahydro-2H-isoindole-1,6-dione
• (3S,3aR,4S,5R)-3-benzyl-7-((4S,5S,6S)-5,6-dihydroxy-4-methylhept-1-enyl)-4,5-dimethyl-3,3a,4,5-tetrahydro-2H-isoindole-1,6-dione
• RefChem:114720
• CHEBI:210411

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.5321	53.21%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.4855	48.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9346	93.46%
P-glycoprotein inhibitior	-	0.4887	48.87%
P-glycoprotein substrate	-	0.5088	50.88%
CYP3A4 substrate	+	0.5626	56.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.7366	73.66%
CYP2C9 inhibition	-	0.6129	61.29%
CYP2C19 inhibition	-	0.6979	69.79%
CYP2D6 inhibition	-	0.8147	81.47%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.6596	65.96%
CYP inhibitory promiscuity	-	0.5406	54.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4282	42.82%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9883	98.83%
Skin irritation	-	0.7394	73.94%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8021	80.21%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6017	60.17%
skin sensitisation	-	0.8548	85.48%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.4748	47.48%
Estrogen receptor binding	+	0.6847	68.47%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.7125	71.25%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9373	93.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.07%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.87%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.39%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.09%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.69%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.86%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683299
• LOTUS: LTS0193567
• wikiData: Q105171205