(4S,6R)-6-[(1E,4R,6S,7E)-4,6-dimethoxy-8-phenylocta-1,7-dienyl]-4-hydroxyoxan-2-one

Details

• Internal ID: f35ec777-1dc6-4e37-83e9-434c6724848b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (4S,6R)-6-[(1E,4R,6S,7E)-4,6-dimethoxy-8-phenylocta-1,7-dienyl]-4-hydroxyoxan-2-one
• InChI: InChI=1S/C21H28O5/c1-24-18(9-6-10-20-13-17(22)14-21(23)26-20)15-19(25-2)12-11-16-7-4-3-5-8-16/h3-8,10-12,17-20,22H,9,13-15H2,1-2H3/b10-6+,12-11+/t17-,18+,19+,20-/m0/s1
• InChI Key: COSPBJKXLJQUJI-ZZYYCSFKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	+	0.6686	66.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8453	84.53%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8012	80.12%
P-glycoprotein inhibitior	+	0.6484	64.84%
P-glycoprotein substrate	-	0.5769	57.69%
CYP3A4 substrate	+	0.5581	55.81%
CYP2C9 substrate	-	0.6418	64.18%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	-	0.8284	82.84%
CYP2C9 inhibition	-	0.9593	95.93%
CYP2C19 inhibition	-	0.7285	72.85%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	-	0.8385	83.85%
CYP2C8 inhibition	+	0.4824	48.24%
CYP inhibitory promiscuity	-	0.7866	78.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8051	80.51%
Carcinogenicity (trinary)	Non-required	0.7452	74.52%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.6924	69.24%
Skin corrosion	-	0.9767	97.67%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7782	77.82%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	+	0.6970	69.70%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6605	66.05%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.8728	87.28%
Androgen receptor binding	+	0.6614	66.14%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.6039	60.39%
Aromatase binding	+	0.6912	69.12%
PPAR gamma	+	0.6566	65.66%
Honey bee toxicity	-	0.7233	72.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8121	81.21%

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	97.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.95%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.65%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.55%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.77%	94.08%

Plants that contains it

• Carya tomentosa

Cross-Links

• PubChem: 163192936
• LOTUS: LTS0015881
• wikiData: Q104967275