1-Hydroxyacorenone

Details

• Internal ID: 25acc7fa-53af-4833-900e-1f26bf4d4253
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 4-hydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]dec-7-ene-3,9-dione
• SMILES (Canonical): CC1CC(=O)C(C12CC=C(C(=O)C2)C)(C(C)C)O
• SMILES (Isomeric): CC1CC(=O)C(C12CC=C(C(=O)C2)C)(C(C)C)O
• InChI: InChI=1S/C15H22O3/c1-9(2)15(18)13(17)7-11(4)14(15)6-5-10(3)12(16)8-14/h5,9,11,18H,6-8H2,1-4H3
• InChI Key: PUPNOMJEHZIMFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:168222
• 4-hydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]dec-7-ene-3,9-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7606	76.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8635	86.35%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9514	95.14%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6634	66.34%
P-glycoprotein inhibitior	-	0.9625	96.25%
P-glycoprotein substrate	-	0.8665	86.65%
CYP3A4 substrate	-	0.5161	51.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7183	71.83%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.8168	81.68%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.9254	92.54%
CYP2C8 inhibition	-	0.9487	94.87%
CYP inhibitory promiscuity	-	0.9248	92.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9323	93.23%
Carcinogenicity (trinary)	Non-required	0.5311	53.11%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.6062	60.62%
Skin irritation	+	0.5998	59.98%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6538	65.38%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6377	63.77%
skin sensitisation	+	0.5934	59.34%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6012	60.12%
Acute Oral Toxicity (c)	III	0.4206	42.06%
Estrogen receptor binding	-	0.9068	90.68%
Androgen receptor binding	-	0.5270	52.70%
Thyroid receptor binding	-	0.6000	60.00%
Glucocorticoid receptor binding	-	0.7582	75.82%
Aromatase binding	-	0.7924	79.24%
PPAR gamma	-	0.8056	80.56%
Honey bee toxicity	-	0.8815	88.15%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.40%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	91.54%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.14%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.81%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.52%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.91%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.61%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.65%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.25%	93.03%
CHEMBL2996	Q05655	Protein kinase C delta	82.01%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.71%	96.61%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 131751097
• LOTUS: LTS0217332
• wikiData: Q105215216