(8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxospiro[5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-3,13'-5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene]-15'-yl) acetate

Details

• Internal ID: f46ffec5-e96c-45e9-b3a0-c330a418f4db
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (8-hydroxy-2',5,8a,11'-tetramethyl-7'-methylidene-2,6'-dioxospiro[5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-3,13'-5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene]-15'-yl) acetate
• SMILES (Canonical): CC1CCC(C2(C1=CC3C(C2)OC(=O)C34CC56C(CC7C(CC5=C(C4C6OC(=O)C)C)C(=C)C(=O)O7)C)C)O
• SMILES (Isomeric): CC1CCC(C2(C1=CC3C(C2)OC(=O)C34CC56C(CC7C(CC5=C(C4C6OC(=O)C)C)C(=C)C(=O)O7)C)C)O
• InChI: InChI=1S/C32H40O7/c1-14-7-8-25(34)30(6)12-24-22(11-20(14)30)32(29(36)39-24)13-31-15(2)9-23-19(16(3)28(35)38-23)10-21(31)17(4)26(32)27(31)37-18(5)33/h11,14-15,19,22-27,34H,3,7-10,12-13H2,1-2,4-6H3
• InChI Key: ABKBNZZEJVKKNL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₇
• Molecular Weight: 536.70 g/mol
• Exact Mass: 536.27740361 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 7
• 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	+	0.9934	99.34%
Caco-2	-	0.7530	75.30%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8364	83.64%
OATP1B3 inhibitior	-	0.2346	23.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6303	63.03%
BSEP inhibitior	+	0.8790	87.90%
P-glycoprotein inhibitior	+	0.7661	76.61%
P-glycoprotein substrate	+	0.5924	59.24%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.5332	53.32%
CYP2C9 inhibition	-	0.7746	77.46%
CYP2C19 inhibition	-	0.8904	89.04%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.7359	73.59%
CYP2C8 inhibition	+	0.7535	75.35%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9179	91.79%
Skin irritation	+	0.5376	53.76%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5922	59.22%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7995	79.95%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6907	69.07%
Acute Oral Toxicity (c)	III	0.4990	49.90%
Estrogen receptor binding	+	0.7486	74.86%
Androgen receptor binding	+	0.7273	72.73%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8205	82.05%
Aromatase binding	+	0.7262	72.62%
PPAR gamma	+	0.6924	69.24%
Honey bee toxicity	-	0.6652	66.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.32%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	95.16%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.95%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.07%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.42%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	87.10%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.28%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.34%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.05%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.84%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.05%	96.95%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 162974909
• LOTUS: LTS0150662
• wikiData: Q104908653