[6,9a-bis(acetyloxymethyl)-6-methyl-3-oxo-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl] 4-hydroxybenzoate

Details

• Internal ID: c21895a0-7f4a-4a09-a054-88665e4efe37
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [6,9a-bis(acetyloxymethyl)-6-methyl-3-oxo-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl] 4-hydroxybenzoate
• InChI: InChI=1S/C26H30O9/c1-15(27)33-13-25(3)9-4-10-26(14-34-16(2)28)20-12-32-24(31)19(20)11-21(22(25)26)35-23(30)17-5-7-18(29)8-6-17/h5-8,21-22,29H,4,9-14H2,1-3H3
• InChI Key: GRCAUCWQLNJYKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₉
• Molecular Weight: 486.50 g/mol
• Exact Mass: 486.18898253 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.6708	67.08%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8216	82.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7899	78.99%
OATP1B3 inhibitior	+	0.8852	88.52%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5271	52.71%
BSEP inhibitior	+	0.6996	69.96%
P-glycoprotein inhibitior	+	0.8053	80.53%
P-glycoprotein substrate	+	0.5069	50.69%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	+	0.5123	51.23%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	-	0.6191	61.91%
CYP2D6 inhibition	-	0.8464	84.64%
CYP1A2 inhibition	-	0.5738	57.38%
CYP2C8 inhibition	+	0.7427	74.27%
CYP inhibitory promiscuity	-	0.7036	70.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5391	53.91%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8701	87.01%
Skin irritation	-	0.7115	71.15%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4470	44.70%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6485	64.85%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	+	0.7822	78.22%
Androgen receptor binding	+	0.7075	70.75%
Thyroid receptor binding	-	0.5150	51.50%
Glucocorticoid receptor binding	+	0.7150	71.50%
Aromatase binding	+	0.5595	55.95%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.8043	80.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	96.07%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.87%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.44%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.88%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.74%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.22%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL4208	P20618	Proteasome component C5	83.57%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.05%	95.50%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	80.57%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74151561
• LOTUS: LTS0015631
• wikiData: Q105015731