(3S,5S,6S,9S)-6-methyl-3-propan-2-yl-9-prop-1-en-2-yl-1-oxaspiro[4.4]nonan-2-one

Details

• Internal ID: 279b975f-7b05-4825-86d9-903cd61b4562
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,5S,6S,9S)-6-methyl-3-propan-2-yl-9-prop-1-en-2-yl-1-oxaspiro[4.4]nonan-2-one
• SMILES (Canonical): CC1CCC(C12CC(C(=O)O2)C(C)C)C(=C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@]12C[C@H](C(=O)O2)C(C)C)C(=C)C
• InChI: InChI=1S/C15H24O2/c1-9(2)12-8-15(17-14(12)16)11(5)6-7-13(15)10(3)4/h9,11-13H,3,6-8H2,1-2,4-5H3/t11-,12-,13-,15-/m0/s1
• InChI Key: JBUPYYZICGGNGI-ABHRYQDASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8369	83.69%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5378	53.78%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	-	0.2538	25.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9025	90.25%
P-glycoprotein inhibitior	-	0.8994	89.94%
P-glycoprotein substrate	-	0.6960	69.60%
CYP3A4 substrate	+	0.5253	52.53%
CYP2C9 substrate	+	0.6017	60.17%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.8083	80.83%
CYP2C9 inhibition	-	0.9201	92.01%
CYP2C19 inhibition	+	0.5442	54.42%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	+	0.6102	61.02%
CYP2C8 inhibition	-	0.9662	96.62%
CYP inhibitory promiscuity	-	0.9288	92.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5661	56.61%
Eye corrosion	-	0.9539	95.39%
Eye irritation	-	0.5543	55.43%
Skin irritation	+	0.6259	62.59%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5884	58.84%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6073	60.73%
skin sensitisation	+	0.6637	66.37%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7690	76.90%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	-	0.6097	60.97%
Androgen receptor binding	-	0.5286	52.86%
Thyroid receptor binding	-	0.6244	62.44%
Glucocorticoid receptor binding	-	0.7228	72.28%
Aromatase binding	-	0.8262	82.62%
PPAR gamma	-	0.7936	79.36%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	95.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.43%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.16%	96.09%
CHEMBL1871	P10275	Androgen Receptor	84.99%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.95%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.50%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.12%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.94%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.60%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.24%	90.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.02%	96.61%

Plants that contains it

• Curcuma aromatica

Cross-Links

• PubChem: 101618788
• LOTUS: LTS0096660
• wikiData: Q105124591