(S)-hydroxyisophorone

Details

• Internal ID: b98ec117-ca95-4636-90ff-db9fd2d6a9ca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S)-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@@H]1O)(C)C
• InChI: InChI=1S/C9H14O2/c1-6-4-7(10)5-9(2,3)8(6)11/h4,8,11H,5H2,1-3H3/t8-/m1/s1
• InChI Key: RLDREDRZMOWDOA-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21 g/mol
• Exact Mass: 154.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• SCHEMBL14458137
• (4s)-4-hydroxy-3,5,5-trimethylcyclohex-2-enone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8456	84.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9515	95.15%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9009	90.09%
P-glycoprotein inhibitior	-	0.9787	97.87%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.5412	54.12%
CYP2C9 substrate	-	0.7282	72.82%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.7679	76.79%
CYP2C9 inhibition	-	0.8833	88.33%
CYP2C19 inhibition	-	0.8371	83.71%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.8809	88.09%
CYP2C8 inhibition	-	0.9879	98.79%
CYP inhibitory promiscuity	-	0.8549	85.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7441	74.41%
Carcinogenicity (trinary)	Non-required	0.4966	49.66%
Eye corrosion	-	0.9005	90.05%
Eye irritation	+	0.9338	93.38%
Skin irritation	+	0.6042	60.42%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8265	82.65%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	+	0.9280	92.80%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.5543	55.43%
Acute Oral Toxicity (c)	III	0.8120	81.20%
Estrogen receptor binding	-	0.9527	95.27%
Androgen receptor binding	-	0.7999	79.99%
Thyroid receptor binding	-	0.8620	86.20%
Glucocorticoid receptor binding	-	0.8165	81.65%
Aromatase binding	-	0.9426	94.26%
PPAR gamma	-	0.8400	84.00%
Honey bee toxicity	-	0.9441	94.41%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8727	87.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.43%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.94%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.00%	99.23%
CHEMBL1871	P10275	Androgen Receptor	81.54%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.15%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 11367121
• NPASS: NPC254357
• LOTUS: LTS0238816
• wikiData: Q105239848