(3R,5R,9R)-7-(furan-3-yl)-3,9-dimethyl-1-oxaspiro[4.5]dec-6-en-2-one

Details

• Internal ID: bbb5d3f9-cfbe-43e7-8f3c-4e9bebd6a4de
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5R,9R)-7-(furan-3-yl)-3,9-dimethyl-1-oxaspiro[4.5]dec-6-en-2-one
• SMILES (Canonical): CC1CC(=CC2(C1)CC(C(=O)O2)C)C3=COC=C3
• SMILES (Isomeric): C[C@@H]1CC(=C[C@@]2(C1)C[C@H](C(=O)O2)C)C3=COC=C3
• InChI: InChI=1S/C15H18O3/c1-10-5-13(12-3-4-17-9-12)8-15(6-10)7-11(2)14(16)18-15/h3-4,8-11H,5-7H2,1-2H3/t10-,11-,15-/m1/s1
• InChI Key: YDUFVPKWFQXSAZ-UEKVPHQBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 3
• 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	+	0.9963	99.63%
Caco-2	+	0.9010	90.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7273	72.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8835	88.35%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4893	48.93%
P-glycoprotein inhibitior	-	0.9344	93.44%
P-glycoprotein substrate	-	0.6796	67.96%
CYP3A4 substrate	+	0.5625	56.25%
CYP2C9 substrate	+	0.6027	60.27%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8191	81.91%
CYP2C9 inhibition	-	0.8353	83.53%
CYP2C19 inhibition	-	0.7007	70.07%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.7558	75.58%
CYP2C8 inhibition	-	0.7769	77.69%
CYP inhibitory promiscuity	-	0.5946	59.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7917	79.17%
Carcinogenicity (trinary)	Non-required	0.4218	42.18%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.6268	62.68%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5391	53.91%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.5715	57.15%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6204	62.04%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	-	0.6970	69.70%
Androgen receptor binding	+	0.5558	55.58%
Thyroid receptor binding	-	0.7455	74.55%
Glucocorticoid receptor binding	-	0.6666	66.66%
Aromatase binding	+	0.5407	54.07%
PPAR gamma	-	0.7970	79.70%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9841	98.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.40%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.11%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.24%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.36%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.43%	97.14%

Plants that contains it

• Capraria biflora

Cross-Links

• PubChem: 10800445
• LOTUS: LTS0045830
• wikiData: Q105347031