Asperimide D

Details

• Internal ID: 2471efc5-e63d-4e80-9355-b3bcea829806
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 3-(4-hydroxyphenyl)-4-[[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]pyrrole-2,5-dione
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)CC3=C(C(=O)NC3=O)C4=CC=C(C=C4)O)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(O1)C=CC(=C2)CC3=C(C(=O)NC3=O)C4=CC=C(C=C4)O)O
• InChI: InChI=1S/C22H21NO5/c1-22(2,27)18-11-14-9-12(3-8-17(14)28-18)10-16-19(21(26)23-20(16)25)13-4-6-15(24)7-5-13/h3-9,18,24,27H,10-11H2,1-2H3,(H,23,25,26)/t18-/m1/s1
• InChI Key: DLGMRSRFZWKWCV-GOSISDBHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₁NO₅
• Molecular Weight: 379.40 g/mol
• Exact Mass: 379.14197277 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.7941	79.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7170	71.70%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8893	88.93%
P-glycoprotein inhibitior	-	0.4406	44.06%
P-glycoprotein substrate	-	0.6092	60.92%
CYP3A4 substrate	+	0.6269	62.69%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.8730	87.30%
CYP2C9 inhibition	+	0.5908	59.08%
CYP2C19 inhibition	-	0.5814	58.14%
CYP2D6 inhibition	-	0.8256	82.56%
CYP1A2 inhibition	-	0.6359	63.59%
CYP2C8 inhibition	+	0.6619	66.19%
CYP inhibitory promiscuity	+	0.6316	63.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5030	50.30%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9628	96.28%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6451	64.51%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8210	82.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.4791	47.91%
Estrogen receptor binding	+	0.8292	82.92%
Androgen receptor binding	+	0.8008	80.08%
Thyroid receptor binding	-	0.5335	53.35%
Glucocorticoid receptor binding	+	0.7501	75.01%
Aromatase binding	+	0.5610	56.10%
PPAR gamma	+	0.9000	90.00%
Honey bee toxicity	-	0.7824	78.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.80%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.80%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.97%	95.89%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	90.61%	88.84%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	89.12%	98.35%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.83%	85.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.80%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.26%	95.71%
CHEMBL5555	O00767	Acyl-CoA desaturase	86.70%	97.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.86%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.17%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.92%	95.53%
CHEMBL2996	Q05655	Protein kinase C delta	84.72%	97.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.91%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.66%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.59%	92.88%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.34%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.63%	96.77%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.46%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.30%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.09%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684425
• LOTUS: LTS0116662
• wikiData: Q104984259