(3R,4S,5R)-5-[(E)-4,8-dimethyl-6-oxonon-3-enyl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

Details

• Internal ID: 345d14ca-843d-4d7b-a091-8a82723b1d17
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (3R,4S,5R)-5-[(E)-4,8-dimethyl-6-oxonon-3-enyl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one
• SMILES (Canonical): CC1C(C(=O)OC1(C)CCC=C(C)CC(=O)CC(C)C)C(=O)C2=C(C=C(C=C2)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H](C(=O)O[C@]1(C)CC/C=C(\C)/CC(=O)CC(C)C)C(=O)C2=C(C=C(C=C2)OC)O
• InChI: InChI=1S/C25H34O6/c1-15(2)12-18(26)13-16(3)8-7-11-25(5)17(4)22(24(29)31-25)23(28)20-10-9-19(30-6)14-21(20)27/h8-10,14-15,17,22,27H,7,11-13H2,1-6H3/b16-8+/t17-,22+,25+/m0/s1
• InChI Key: JVVWSQVKHUCTND-DVNNKHGXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₆
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.23553880 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.5786	57.86%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8625	86.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.8337	83.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9539	95.39%
P-glycoprotein inhibitior	+	0.6794	67.94%
P-glycoprotein substrate	+	0.6090	60.90%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	+	0.5493	54.93%
CYP2C9 inhibition	-	0.6073	60.73%
CYP2C19 inhibition	+	0.5103	51.03%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	+	0.5804	58.04%
CYP2C8 inhibition	-	0.5593	55.93%
CYP inhibitory promiscuity	-	0.7271	72.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8339	83.39%
Carcinogenicity (trinary)	Non-required	0.6544	65.44%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.7281	72.81%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7741	77.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7722	77.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5705	57.05%
Acute Oral Toxicity (c)	II	0.3573	35.73%
Estrogen receptor binding	+	0.6245	62.45%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.5781	57.81%
Glucocorticoid receptor binding	+	0.7921	79.21%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.7289	72.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	99.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.24%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.74%	99.15%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.22%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.89%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.42%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	87.06%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.02%	97.14%
CHEMBL2535	P11166	Glucose transporter	86.99%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.50%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.79%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.17%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.52%	96.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.38%	80.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.99%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.70%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.27%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.61%	96.77%

Plants that contains it

• Ferula pallida

Cross-Links

• PubChem: 101026973
• LOTUS: LTS0197802
• wikiData: Q105135992