[(1R,6R,7R)-4-hydroxy-4-(1-hydroxyethyl)-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl] acetate

Details

• Internal ID: 58eea848-0cbd-4afe-9690-1481e7727e5d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1R,6R,7R)-4-hydroxy-4-(1-hydroxyethyl)-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl] acetate
• SMILES (Canonical): CC1CC(C(=O)OC2CCN(CC=C(C2=O)COC(=O)C1(C)OC(=O)C)C)(C(C)O)O
• SMILES (Isomeric): C[C@@H]1CC(C(=O)O[C@@H]2CCN(CC=C(C2=O)COC(=O)[C@]1(C)OC(=O)C)C)(C(C)O)O
• InChI: InChI=1S/C21H31NO9/c1-12-10-21(28,13(2)23)19(27)30-16-7-9-22(5)8-6-15(17(16)25)11-29-18(26)20(12,4)31-14(3)24/h6,12-13,16,23,28H,7-11H2,1-5H3/t12-,13?,16-,20-,21?/m1/s1
• InChI Key: MPJBVZKNLCGQHF-TXWPKNGBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₁NO₉
• Molecular Weight: 441.50 g/mol
• Exact Mass: 441.19988157 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8370	83.70%
Caco-2	-	0.5438	54.38%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5377	53.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8521	85.21%
BSEP inhibitior	+	0.7400	74.00%
P-glycoprotein inhibitior	-	0.4548	45.48%
P-glycoprotein substrate	+	0.5652	56.52%
CYP3A4 substrate	+	0.6655	66.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8519	85.19%
CYP3A4 inhibition	-	0.7215	72.15%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.8979	89.79%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.8881	88.81%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Danger	0.7050	70.50%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8236	82.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5908	59.08%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.6886	68.86%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	-	0.5751	57.51%
Glucocorticoid receptor binding	+	0.6997	69.97%
Aromatase binding	+	0.5750	57.50%
PPAR gamma	-	0.5592	55.92%
Honey bee toxicity	-	0.7896	78.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	-	0.3662	36.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.23%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.82%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.47%	97.25%
CHEMBL4208	P20618	Proteasome component C5	89.75%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.26%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.94%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.33%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.82%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.29%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.25%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.44%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	86.40%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.07%	98.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.28%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.20%	93.04%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.65%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%

Plants that contains it

• Senecio abrotanifolius

Cross-Links

• PubChem: 167594
• LOTUS: LTS0057678
• wikiData: Q105169565