[(4aR,5S,8R,8aS,9aR)-9a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-8-yl] acetate

Details

• Internal ID: 233e09d3-188b-40ca-a64d-ad8bed28177a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(4aR,5S,8R,8aS,9aR)-9a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-8-yl] acetate
• InChI: InChI=1S/C17H24O5/c1-9-5-6-14(21-11(3)18)13-8-17(20)12(7-16(9,13)4)10(2)15(19)22-17/h9,13-14,20H,5-8H2,1-4H3/t9-,13+,14+,16+,17+/m0/s1
• InChI Key: AHPUNSUBHLJCRN-DXSXEPLPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8595	85.95%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7859	78.59%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.8768	87.68%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	-	0.7225	72.25%
P-glycoprotein inhibitior	-	0.7318	73.18%
P-glycoprotein substrate	-	0.8182	81.82%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8959	89.59%
CYP3A4 inhibition	-	0.6199	61.99%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.9235	92.35%
CYP2D6 inhibition	-	0.9646	96.46%
CYP1A2 inhibition	-	0.6787	67.87%
CYP2C8 inhibition	-	0.8005	80.05%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5350	53.50%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9053	90.53%
Skin irritation	+	0.6325	63.25%
Skin corrosion	-	0.9046	90.46%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3798	37.98%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.8343	83.43%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7199	71.99%
Acute Oral Toxicity (c)	IV	0.3101	31.01%
Estrogen receptor binding	+	0.6253	62.53%
Androgen receptor binding	-	0.4895	48.95%
Thyroid receptor binding	+	0.6898	68.98%
Glucocorticoid receptor binding	+	0.5973	59.73%
Aromatase binding	-	0.6875	68.75%
PPAR gamma	-	0.5535	55.35%
Honey bee toxicity	-	0.7855	78.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5650	56.50%
Fish aquatic toxicity	+	0.9936	99.36%

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	96.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.38%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.10%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.08%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.22%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.81%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.07%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14634295
• LOTUS: LTS0241212
• wikiData: Q104912394