[(1S,2S,4S,5S,6R,8S,10R)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: f47d7be2-d50f-4170-a027-c709479bc28b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > M-methoxybenzoic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5S,6R,8S,10R)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): CCOC1CC2C(C(O1)OCC)C3(C(C2OC(=O)C4=CC(=C(C=C4)O)OC)O3)CO
• SMILES (Isomeric): CCO[C@@H]1C[C@@H]2[C@H]([C@@H](O1)OCC)[C@@]3([C@H]([C@H]2OC(=O)C4=CC(=C(C=C4)O)OC)O3)CO
• InChI: InChI=1S/C21H28O9/c1-4-26-15-9-12-16(20(28-15)27-5-2)21(10-22)18(30-21)17(12)29-19(24)11-6-7-13(23)14(8-11)25-3/h6-8,12,15-18,20,22-23H,4-5,9-10H2,1-3H3/t12-,15+,16-,17+,18+,20-,21-/m1/s1
• InChI Key: YHNVNIVDFFAESM-ZEMCUPPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₉
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.17333247 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 9
• 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	+	0.9199	91.99%
Caco-2	-	0.7008	70.08%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7316	73.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7945	79.45%
P-glycoprotein inhibitior	-	0.5581	55.81%
P-glycoprotein substrate	-	0.5142	51.42%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	0.8055	80.55%
CYP2D6 substrate	-	0.8259	82.59%
CYP3A4 inhibition	-	0.7437	74.37%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.5925	59.25%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7733	77.33%
CYP2C8 inhibition	+	0.7618	76.18%
CYP inhibitory promiscuity	-	0.6961	69.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6025	60.25%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9313	93.13%
Skin irritation	-	0.8183	81.83%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6007	60.07%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7961	79.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5952	59.52%
Acute Oral Toxicity (c)	III	0.4808	48.08%
Estrogen receptor binding	+	0.8525	85.25%
Androgen receptor binding	+	0.5316	53.16%
Thyroid receptor binding	+	0.7383	73.83%
Glucocorticoid receptor binding	+	0.7652	76.52%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.6344	63.44%
Honey bee toxicity	-	0.8465	84.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5815	58.15%
Fish aquatic toxicity	+	0.8630	86.30%

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	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.34%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.62%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.03%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL4208	P20618	Proteasome component C5	91.94%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.35%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.10%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.55%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.66%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.50%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.66%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.93%	97.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.55%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.49%	96.90%
CHEMBL4530	P00488	Coagulation factor XIII	80.00%	96.00%

Plants that contains it

• Neopicrorhiza scrophulariiflora

Cross-Links

• PubChem: 16082030
• LOTUS: LTS0157155
• wikiData: Q105348527