3-Hydroxy-7,8-didehydro-beta-ionone

Details

• Internal ID: 3237abfc-2b57-4886-813c-7911e274d3f3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones
• IUPAC Name: 4-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)but-3-yn-2-one
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C#CC(=O)C
• SMILES (Isomeric): CC1=C(C(CC(C1)O)(C)C)C#CC(=O)C
• InChI: InChI=1S/C13H18O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h11,15H,7-8H2,1-4H3
• InChI Key: SZKRSYBOEULCED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.28 g/mol
• Exact Mass: 206.130679813 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 88218-97-7
• DTXSID10424016
• SZKRSYBOEULCED-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8636	86.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6503	65.03%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.8479	84.79%
CYP3A4 substrate	+	0.5534	55.34%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.8350	83.50%
CYP2C9 inhibition	-	0.8643	86.43%
CYP2C19 inhibition	-	0.6245	62.45%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8909	89.09%
CYP2C8 inhibition	-	0.9369	93.69%
CYP inhibitory promiscuity	-	0.8648	86.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6857	68.57%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9598	95.98%
Eye irritation	+	0.8057	80.57%
Skin irritation	+	0.5583	55.83%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6916	69.16%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5327	53.27%
skin sensitisation	+	0.8964	89.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4693	46.93%
Acute Oral Toxicity (c)	III	0.7712	77.12%
Estrogen receptor binding	-	0.7564	75.64%
Androgen receptor binding	-	0.6889	68.89%
Thyroid receptor binding	-	0.7329	73.29%
Glucocorticoid receptor binding	-	0.7692	76.92%
Aromatase binding	-	0.7113	71.13%
PPAR gamma	-	0.8109	81.09%
Honey bee toxicity	-	0.8644	86.44%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9089	90.89%

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	96.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.06%	89.00%

Plants that contains it

• Lycium chinense

Cross-Links

• PubChem: 6430825
• LOTUS: LTS0249757
• wikiData: Q82236417