(1S,2R,4S,5S)-2-hydroxy-4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-en-7-one

Details

• Internal ID: 5cbdd134-57f6-4521-8255-0b02d7849678
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,3R,4S,5S)-3-hydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]dec-7-en-9-one
• InChI: InChI=1S/C15H24O2/c1-9(2)14-12(16)7-11(4)15(14)6-5-10(3)13(17)8-15/h5,9,11-12,14,16H,6-8H2,1-4H3/t11-,12+,14+,15-/m0/s1
• InChI Key: ADNFCKCPNFGLCH-MXYBEHONSA-N
• Popularity: 3 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): 37.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• DTXSID301137716
• (1S,2R,4S,5S)-2-Hydroxy-4,8-dimethyl-1-(1-methylethyl)spiro[4.5]dec-8-en-7-one
• 185154-94-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8605	86.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6289	62.89%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6401	64.01%
P-glycoprotein inhibitior	-	0.9315	93.15%
P-glycoprotein substrate	-	0.7995	79.95%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.8560	85.60%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.7802	78.02%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	-	0.9617	96.17%
CYP inhibitory promiscuity	-	0.8947	89.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8430	84.30%
Carcinogenicity (trinary)	Non-required	0.5428	54.28%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8691	86.91%
Skin irritation	+	0.7569	75.69%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6452	64.52%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6083	60.83%
skin sensitisation	+	0.7205	72.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6810	68.10%
Acute Oral Toxicity (c)	III	0.6744	67.44%
Estrogen receptor binding	-	0.8526	85.26%
Androgen receptor binding	+	0.5406	54.06%
Thyroid receptor binding	-	0.5528	55.28%
Glucocorticoid receptor binding	-	0.8646	86.46%
Aromatase binding	-	0.8516	85.16%
PPAR gamma	-	0.7574	75.74%
Honey bee toxicity	-	0.8095	80.95%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	95.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.62%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.88%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.48%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.81%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.09%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	84.97%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	83.68%	97.79%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.58%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 10633587
• LOTUS: LTS0037695
• wikiData: Q104909697