(1R,4Z,6R,7R,11Z)-4-ethylidene-7-hydroxy-6-(hydroxymethyl)-7,14-dimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

Details

• Internal ID: eaa07c05-c047-42f0-96a1-fea20159e48a
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4Z,6R,7R,11Z)-4-ethylidene-7-hydroxy-6-(hydroxymethyl)-7,14-dimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)CO
• SMILES (Isomeric): C/C=C\1/C[C@@H]([C@@](C(=O)OC/C/2=C/CN(CC[C@H](C2=O)OC1=O)C)(C)O)CO
• InChI: InChI=1S/C19H27NO7/c1-4-12-9-14(10-21)19(2,25)18(24)26-11-13-5-7-20(3)8-6-15(16(13)22)27-17(12)23/h4-5,14-15,21,25H,6-11H2,1-3H3/b12-4-,13-5-/t14-,15-,19-/m1/s1
• InChI Key: XOSAPKSYTJYSSM-BTJFSJHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇NO₇
• Molecular Weight: 381.40 g/mol
• Exact Mass: 381.17875220 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6545	65.45%
Caco-2	+	0.6080	60.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5027	50.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.4499	44.99%
P-glycoprotein inhibitior	-	0.6127	61.27%
P-glycoprotein substrate	-	0.5809	58.09%
CYP3A4 substrate	+	0.6352	63.52%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.8290	82.90%
CYP2C9 inhibition	-	0.8621	86.21%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	-	0.8677	86.77%
CYP inhibitory promiscuity	-	0.9925	99.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Danger	0.7294	72.94%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9583	95.83%
Skin irritation	-	0.7284	72.84%
Skin corrosion	-	0.9208	92.08%
Ames mutagenesis	+	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6073	60.73%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8355	83.55%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.8760	87.60%
Acute Oral Toxicity (c)	III	0.4934	49.34%
Estrogen receptor binding	-	0.5991	59.91%
Androgen receptor binding	-	0.5346	53.46%
Thyroid receptor binding	-	0.6332	63.32%
Glucocorticoid receptor binding	+	0.5685	56.85%
Aromatase binding	-	0.5887	58.87%
PPAR gamma	-	0.5661	56.61%
Honey bee toxicity	-	0.8631	86.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4669	46.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.26%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.40%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.76%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.74%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%

Plants that contains it

• Senecio laricifolius

Cross-Links

• PubChem: 162922777
• LOTUS: LTS0144178
• wikiData: Q105337893