(E)-3-Hydroxy-5,6-dihydro-beta-ionone

Details

• Internal ID: 61f3c628-363a-4f76-8647-58198b9f736c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-4-[(1R,4S,6R)-4-hydroxy-2,2,6-trimethylcyclohexyl]but-3-en-2-one
• SMILES (Canonical): CC1CC(CC(C1C=CC(=O)C)(C)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](CC([C@H]1/C=C/C(=O)C)(C)C)O
• InChI: InChI=1S/C13H22O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-6,9,11-12,15H,7-8H2,1-4H3/b6-5+/t9-,11+,12+/m1/s1
• InChI Key: FEQPLOLFLKUQNO-KQKLDACOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31 g/mol
• Exact Mass: 210.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (E)-3-Hydroxy-5,6-dihydro-beta-ionone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8311	83.11%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7404	74.04%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9392	93.92%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7740	77.40%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	+	0.5571	55.71%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.9000	90.00%
CYP2C9 inhibition	-	0.9201	92.01%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8560	85.60%
CYP2C8 inhibition	-	0.8981	89.81%
CYP inhibitory promiscuity	-	0.9610	96.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6957	69.57%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.8339	83.39%
Eye irritation	-	0.7710	77.10%
Skin irritation	+	0.6654	66.54%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6938	69.38%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5555	55.55%
skin sensitisation	+	0.9254	92.54%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.8258	82.58%
Estrogen receptor binding	-	0.7978	79.78%
Androgen receptor binding	-	0.7815	78.15%
Thyroid receptor binding	-	0.5550	55.50%
Glucocorticoid receptor binding	-	0.6834	68.34%
Aromatase binding	-	0.8640	86.40%
PPAR gamma	-	0.8829	88.29%
Honey bee toxicity	-	0.6155	61.55%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8296	82.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.35%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.02%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.61%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.47%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.65%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.19%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.56%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.60%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.67%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.51%	89.34%

Plants that contains it

• Nelumbo nucifera

Cross-Links

• PubChem: 21630918
• NPASS: NPC110918