(6S)-6-hydroxy-5-(2-hydroxyethylamino)-3-methoxy-2,6-dimethyl-4-[(2R)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one

Details

• Internal ID: 00416130-86f6-4901-a60c-503d4204d5fe
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: (6S)-6-hydroxy-5-(2-hydroxyethylamino)-3-methoxy-2,6-dimethyl-4-[(2R)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one
• InChI: InChI=1S/C16H25NO5/c1-6-9(2)12(19)11-13(22-5)10(3)15(20)16(4,21)14(11)17-7-8-18/h9,17-18,21H,6-8H2,1-5H3/t9-,16+/m1/s1
• InChI Key: QEUPBBFRRMXJEC-ABKXIKBNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₅
• Molecular Weight: 311.37 g/mol
• Exact Mass: 311.17327290 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7241	72.41%
Caco-2	+	0.7177	71.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6895	68.95%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9131	91.31%
P-glycoprotein inhibitior	-	0.8607	86.07%
P-glycoprotein substrate	-	0.5304	53.04%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8289	82.89%
CYP3A4 inhibition	-	0.8374	83.74%
CYP2C9 inhibition	-	0.8610	86.10%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.8731	87.31%
CYP1A2 inhibition	-	0.7490	74.90%
CYP2C8 inhibition	-	0.8627	86.27%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7386	73.86%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5794	57.94%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6138	61.38%
skin sensitisation	-	0.8181	81.81%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6212	62.12%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	-	0.5830	58.30%
Androgen receptor binding	-	0.6242	62.42%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	-	0.4697	46.97%
Aromatase binding	-	0.8056	80.56%
PPAR gamma	-	0.5723	57.23%
Honey bee toxicity	-	0.9267	92.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7194	71.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.98%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	86.92%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	86.43%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.96%	96.47%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.62%	97.36%
CHEMBL230	P35354	Cyclooxygenase-2	81.40%	89.63%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.12%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.00%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163023072
• LOTUS: LTS0253327
• wikiData: Q105219398