[(1R,2E,8R,10S,11S)-6-[(3-formylphenoxy)methyl]-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] acetate

Details

• Internal ID: 48794986-90b8-4bf2-a787-d8e6743046c6
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: [(1R,2E,8R,10S,11S)-6-[(3-formylphenoxy)methyl]-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(CCC(O2)(C=C3C1=C(C(=O)O3)COC4=CC=CC(=C4)C=O)C)OC)(C)O
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@]([C@@]2(CC[C@@](O2)(/C=C/3\C1=C(C(=O)O3)COC4=CC=CC(=C4)C=O)C)OC)(C)O
• InChI: InChI=1S/C25H28O9/c1-15(27)32-20-12-24(3,29)25(30-4)9-8-23(2,34-25)11-19-21(20)18(22(28)33-19)14-31-17-7-5-6-16(10-17)13-26/h5-7,10-11,13,20,29H,8-9,12,14H2,1-4H3/b19-11+/t20-,23-,24+,25+/m1/s1
• InChI Key: FSVDAXLTRBKUBC-VXVAUQSISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₉
• Molecular Weight: 472.50 g/mol
• Exact Mass: 472.17333247 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.6713	67.13%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8362	83.62%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8466	84.66%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6386	63.86%
BSEP inhibitior	+	0.9728	97.28%
P-glycoprotein inhibitior	+	0.8503	85.03%
P-glycoprotein substrate	+	0.5088	50.88%
CYP3A4 substrate	+	0.6980	69.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	+	0.6614	66.14%
CYP2C9 inhibition	-	0.6927	69.27%
CYP2C19 inhibition	-	0.8140	81.40%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.5882	58.82%
CYP2C8 inhibition	+	0.7629	76.29%
CYP inhibitory promiscuity	-	0.8630	86.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4482	44.82%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.5950	59.50%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5294	52.94%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6026	60.26%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6243	62.43%
Acute Oral Toxicity (c)	I	0.3502	35.02%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	+	0.6460	64.60%
Glucocorticoid receptor binding	+	0.8469	84.69%
Aromatase binding	+	0.6598	65.98%
PPAR gamma	+	0.8049	80.49%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.79%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.57%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.90%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.87%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.75%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.64%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.19%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.97%	82.69%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.86%	95.17%
CHEMBL2535	P11166	Glucose transporter	85.65%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.86%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.60%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.58%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.23%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.69%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.91%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.79%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.77%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.50%	97.33%

Plants that contains it

• Chrysolaena verbascifolia

Cross-Links

• PubChem: 163190224
• LOTUS: LTS0138825
• wikiData: Q105000882