(1S,4R,5S,8S)-4,8-dihydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]decane-3,9-dione

Details

• Internal ID: 36504820-531e-44d3-8ad8-b90581882ab1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: (1S,4R,5S,8S)-4,8-dihydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]decane-3,9-dione
• InChI: InChI=1S/C15H24O4/c1-9(2)15(19)11(16)7-10(3)14(15)6-5-13(4,18)12(17)8-14/h9-10,18-19H,5-8H2,1-4H3/t10-,13-,14-,15-/m0/s1
• InChI Key: FAIWITAHODURJZ-HJPIBITLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2063012

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	+	0.8026	80.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8420	84.20%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9519	95.19%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8545	85.45%
P-glycoprotein inhibitior	-	0.9360	93.60%
P-glycoprotein substrate	-	0.8928	89.28%
CYP3A4 substrate	-	0.5123	51.23%
CYP2C9 substrate	-	0.6639	66.39%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.8745	87.45%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.9307	93.07%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.8795	87.95%
CYP2C8 inhibition	-	0.9758	97.58%
CYP inhibitory promiscuity	-	0.9891	98.91%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7171	71.71%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.7942	79.42%
Skin irritation	+	0.6636	66.36%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7669	76.69%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5607	56.07%
skin sensitisation	-	0.6438	64.38%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7098	70.98%
Acute Oral Toxicity (c)	III	0.5246	52.46%
Estrogen receptor binding	-	0.6536	65.36%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5357	53.57%
Aromatase binding	-	0.6013	60.13%
PPAR gamma	-	0.8400	84.00%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	94.53%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.16%	85.30%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.55%	82.69%
CHEMBL240	Q12809	HERG	89.71%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.65%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.64%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.93%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.44%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.41%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.35%	92.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 60156053
• NPASS: NPC311102