[8b-hydroxy-2-(4-hydroxybutylcarbamoyl)-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate

Details

• Internal ID: f9345dff-923b-498f-8874-1dbbce6675be
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: [8b-hydroxy-2-(4-hydroxybutylcarbamoyl)-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C2(C1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5)C(=O)NCCCCO
• SMILES (Isomeric): CC(=O)OC1C(C(C2(C1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5)C(=O)NCCCCO
• InChI: InChI=1S/C33H37NO9/c1-20(36)42-30-27(31(37)34-16-8-9-17-35)28(21-10-6-5-7-11-21)33(22-12-14-23(39-2)15-13-22)32(30,38)29-25(41-4)18-24(40-3)19-26(29)43-33/h5-7,10-15,18-19,27-28,30,35,38H,8-9,16-17H2,1-4H3,(H,34,37)
• InChI Key: DGATUVHVVGFTOX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₇NO₉
• Molecular Weight: 591.60 g/mol
• Exact Mass: 591.24683176 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	-	0.7407	74.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9925	99.25%
P-glycoprotein inhibitior	+	0.8742	87.42%
P-glycoprotein substrate	+	0.6520	65.20%
CYP3A4 substrate	+	0.6902	69.02%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	+	0.7388	73.88%
CYP2C9 inhibition	-	0.6674	66.74%
CYP2C19 inhibition	-	0.6218	62.18%
CYP2D6 inhibition	-	0.8255	82.55%
CYP1A2 inhibition	-	0.7063	70.63%
CYP2C8 inhibition	+	0.7929	79.29%
CYP inhibitory promiscuity	+	0.6476	64.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.7920	79.20%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6790	67.90%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.8973	89.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5623	56.23%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.7981	79.81%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.5504	55.04%
PPAR gamma	+	0.6402	64.02%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.7500	75.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.36%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	94.87%	89.44%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.26%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.92%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	91.60%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.81%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.67%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.97%	97.14%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.86%	85.49%
CHEMBL4208	P20618	Proteasome component C5	88.30%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.25%	94.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.16%	94.08%
CHEMBL5028	O14672	ADAM10	85.14%	97.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.99%	89.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.44%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.71%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.69%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.65%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.65%	91.07%
CHEMBL2535	P11166	Glucose transporter	81.53%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.41%	95.89%

Plants that contains it

• Aglaia elliptica

Cross-Links

• PubChem: 85056956
• LOTUS: LTS0271207
• wikiData: Q104978494