Robinlin

Details

• Internal ID: 601c8096-6bfe-49a1-8f85-031a75f0e79a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (6R)-6-hydroxy-3-(2-hydroxyethyl)-2,4,4-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CC(C1=O)O)(C)C)CCO
• SMILES (Isomeric): CC1=C(C(C[C@H](C1=O)O)(C)C)CCO
• InChI: InChI=1S/C11H18O3/c1-7-8(4-5-12)11(2,3)6-9(13)10(7)14/h9,12-13H,4-6H2,1-3H3/t9-/m1/s1
• InChI Key: QIOYKXMTBUDZHZ-SECBINFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.26 g/mol
• Exact Mass: 198.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL87256
• (6R)-6-hydroxy-3-(2-hydroxyethyl)-2,4,4-trimethylcyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6622	66.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8324	83.24%
OATP2B1 inhibitior	-	0.8385	83.85%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5208	52.08%
BSEP inhibitior	-	0.7897	78.97%
P-glycoprotein inhibitior	-	0.9446	94.46%
P-glycoprotein substrate	-	0.8951	89.51%
CYP3A4 substrate	-	0.5290	52.90%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7486	74.86%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.9256	92.56%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	-	0.9644	96.44%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9856	98.56%
Eye irritation	+	0.8170	81.70%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7506	75.06%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	+	0.5794	57.94%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8011	80.11%
Estrogen receptor binding	-	0.9296	92.96%
Androgen receptor binding	-	0.6043	60.43%
Thyroid receptor binding	-	0.8335	83.35%
Glucocorticoid receptor binding	-	0.8334	83.34%
Aromatase binding	-	0.8806	88.06%
PPAR gamma	-	0.8162	81.62%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9200	92.00%

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	93.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.03%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	88.45%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.32%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	83.06%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.95%	100.00%

Plants that contains it

• Robinia pseudoacacia

Cross-Links

• PubChem: 10397832
• NPASS: NPC173321
• LOTUS: LTS0026029
• wikiData: Q105221532