(1S,5S,9R)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-2-oxaspiro[4.5]dec-7-ene-3,6-dione

Details

• Internal ID: 4442a6ae-2a0e-4ba1-ae72-e3e5d4a7da44
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,5S,9R)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-2-oxaspiro[4.5]dec-7-ene-3,6-dione
• SMILES (Canonical): CC(=CCCC(=CC1C2(CC(C=CC2=O)O)CC(=O)O1)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/[C@H]1[C@]2(C[C@H](C=CC2=O)O)CC(=O)O1)/C)C
• InChI: InChI=1S/C18H24O4/c1-12(2)5-4-6-13(3)9-16-18(11-17(21)22-16)10-14(19)7-8-15(18)20/h5,7-9,14,16,19H,4,6,10-11H2,1-3H3/b13-9+/t14-,16-,18+/m0/s1
• InChI Key: LZYGZWJAFQLDDH-NUEGROAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	+	0.6442	64.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6534	65.34%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6340	63.40%
P-glycoprotein inhibitior	-	0.8707	87.07%
P-glycoprotein substrate	-	0.8049	80.49%
CYP3A4 substrate	+	0.5914	59.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.7349	73.49%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.8755	87.55%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.8119	81.19%
CYP2C8 inhibition	-	0.8808	88.08%
CYP inhibitory promiscuity	-	0.9260	92.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.9396	93.96%
Skin irritation	+	0.6053	60.53%
Skin corrosion	-	0.7730	77.30%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6539	65.39%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5700	57.00%
skin sensitisation	-	0.6211	62.11%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5641	56.41%
Acute Oral Toxicity (c)	III	0.5543	55.43%
Estrogen receptor binding	-	0.5953	59.53%
Androgen receptor binding	-	0.6198	61.98%
Thyroid receptor binding	-	0.6425	64.25%
Glucocorticoid receptor binding	+	0.6109	61.09%
Aromatase binding	-	0.6100	61.00%
PPAR gamma	-	0.5066	50.66%
Honey bee toxicity	-	0.7759	77.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9010	90.10%

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	97.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.54%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.41%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.09%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.02%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.14%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.11%	89.00%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 162927024
• LOTUS: LTS0254141
• wikiData: Q105160214