[(5aS,9aS)-6,6,9a-trimethyl-3-oxo-5a,7,8,9-tetrahydro-1H-benzo[e][2]benzofuran-5-yl] acetate

Details

• Internal ID: d0fb9acc-403e-43b3-b06a-0d354da9aedc
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(5aS,9aS)-6,6,9a-trimethyl-3-oxo-5a,7,8,9-tetrahydro-1H-benzo[e][2]benzofuran-5-yl] acetate
• InChI: InChI=1S/C17H22O4/c1-10(18)21-13-8-11-12(9-20-15(11)19)17(4)7-5-6-16(2,3)14(13)17/h8,14H,5-7,9H2,1-4H3/t14-,17+/m0/s1
• InChI Key: GCPSLSJKABRHPU-WMLDXEAASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8796	87.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8131	81.31%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7576	75.76%
P-glycoprotein inhibitior	-	0.7966	79.66%
P-glycoprotein substrate	-	0.8720	87.20%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.7965	79.65%
CYP2C9 inhibition	-	0.5437	54.37%
CYP2C19 inhibition	-	0.7316	73.16%
CYP2D6 inhibition	-	0.8593	85.93%
CYP1A2 inhibition	-	0.6591	65.91%
CYP2C8 inhibition	-	0.7889	78.89%
CYP inhibitory promiscuity	-	0.6995	69.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5807	58.07%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5192	51.92%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6928	69.28%
skin sensitisation	-	0.7381	73.81%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6950	69.50%
Acute Oral Toxicity (c)	III	0.7561	75.61%
Estrogen receptor binding	+	0.5277	52.77%
Androgen receptor binding	+	0.5607	56.07%
Thyroid receptor binding	-	0.4905	49.05%
Glucocorticoid receptor binding	+	0.6054	60.54%
Aromatase binding	-	0.6805	68.05%
PPAR gamma	+	0.5414	54.14%
Honey bee toxicity	-	0.8038	80.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
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	98.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.69%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.47%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.81%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.49%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.23%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.64%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.14%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.97%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.01%	82.69%

Plants that contains it

• Cinnamosma macrocarpa

Cross-Links

• PubChem: 16109830
• NPASS: NPC119279
• LOTUS: LTS0169179
• wikiData: Q105006402