Asperchalasin A

Details

• Internal ID: f8094f80-5d9d-497e-913b-1dd59ea7f6b8
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (3S,3aS,6S,7S,7aS)-3-benzyl-7-[(E,4S,5S,6S)-5,6-dihydroxy-4-methylhept-1-enyl]-7a-hydroxy-6-methoxy-4,5-dimethyl-3,3a,6,7-tetrahydro-2H-isoindol-1-one
• InChI: InChI=1S/C26H37NO5/c1-15(23(29)18(4)28)10-9-13-20-24(32-5)17(3)16(2)22-21(27-25(30)26(20,22)31)14-19-11-7-6-8-12-19/h6-9,11-13,15,18,20-24,28-29,31H,10,14H2,1-5H3,(H,27,30)/b13-9+/t15-,18-,20-,21-,22-,23-,24+,26+/m0/s1
• InChI Key: LXRTXCAMHFXNMG-VMSFEXISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇NO₅
• Molecular Weight: 443.60 g/mol
• Exact Mass: 443.26717328 g/mol
• Topological Polar Surface Area (TPSA): 99.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	-	0.6015	60.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.5210	52.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9405	94.05%
P-glycoprotein inhibitior	-	0.4544	45.44%
P-glycoprotein substrate	-	0.5122	51.22%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8248	82.48%
CYP3A4 inhibition	-	0.8545	85.45%
CYP2C9 inhibition	-	0.7791	77.91%
CYP2C19 inhibition	-	0.7732	77.32%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	-	0.8061	80.61%
CYP2C8 inhibition	+	0.5302	53.02%
CYP inhibitory promiscuity	+	0.7251	72.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9826	98.26%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8814	88.14%
Acute Oral Toxicity (c)	III	0.4146	41.46%
Estrogen receptor binding	+	0.7056	70.56%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	+	0.6409	64.09%
Glucocorticoid receptor binding	+	0.6963	69.63%
Aromatase binding	+	0.7330	73.30%
PPAR gamma	+	0.6543	65.43%
Honey bee toxicity	-	0.6600	66.00%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7443	74.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.73%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.62%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.42%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.06%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	86.48%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.02%	91.11%
CHEMBL4447	Q9Y337	Kallikrein 5	83.26%	87.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.82%	90.24%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683297
• LOTUS: LTS0266890
• wikiData: Q105159045