(6S)-6-hydroxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-one

Details

• Internal ID: eb1dde72-7368-4a6e-a7da-108746e45ce5
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (6S)-6-hydroxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-one
• SMILES (Canonical): CCCC(=O)CC(CCC1=CC(=C(C=C1)O)OC)O
• SMILES (Isomeric): CCCC(=O)C[C@H](CCC1=CC(=C(C=C1)O)OC)O
• InChI: InChI=1S/C15H22O4/c1-3-4-12(16)10-13(17)7-5-11-6-8-14(18)15(9-11)19-2/h6,8-9,13,17-18H,3-5,7,10H2,1-2H3/t13-/m0/s1
• InChI Key: RGSRPNZPGBVHPU-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.8145	81.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9158	91.58%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5067	50.67%
P-glycoprotein inhibitior	-	0.9156	91.56%
P-glycoprotein substrate	+	0.5267	52.67%
CYP3A4 substrate	+	0.5212	52.12%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	+	0.3792	37.92%
CYP3A4 inhibition	-	0.6985	69.85%
CYP2C9 inhibition	-	0.8201	82.01%
CYP2C19 inhibition	-	0.6596	65.96%
CYP2D6 inhibition	-	0.8071	80.71%
CYP1A2 inhibition	+	0.6516	65.16%
CYP2C8 inhibition	+	0.8616	86.16%
CYP inhibitory promiscuity	-	0.8546	85.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6902	69.02%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.5491	54.91%
Skin irritation	-	0.6553	65.53%
Skin corrosion	-	0.9098	90.98%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5924	59.24%
Micronuclear	-	0.8941	89.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6195	61.95%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8660	86.60%
Acute Oral Toxicity (c)	III	0.6570	65.70%
Estrogen receptor binding	+	0.7072	70.72%
Androgen receptor binding	-	0.6019	60.19%
Thyroid receptor binding	+	0.6467	64.67%
Glucocorticoid receptor binding	+	0.6116	61.16%
Aromatase binding	-	0.6510	65.10%
PPAR gamma	+	0.5360	53.60%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9571	95.71%

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	98.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.21%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL2535	P11166	Glucose transporter	93.04%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	87.58%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.73%	92.62%
CHEMBL1907	P15144	Aminopeptidase N	84.88%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.08%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.94%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.78%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.82%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.97%	96.00%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 162990284
• LOTUS: LTS0241275
• wikiData: Q105236036