(1R,4S,6S,7S,17R)-4-ethyl-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Details

• Internal ID: 2da912c8-039c-4755-a3db-ddb355163856
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4S,6S,7S,17R)-4-ethyl-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
• SMILES (Canonical): CCC1CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O)C
• SMILES (Isomeric): CC[C@H]1C[C@@H]([C@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O)C
• InChI: InChI=1S/C18H27NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h5,11-12,14-15,22H,4,6-10H2,1-3H3/t11-,12-,14+,15+,18-/m0/s1
• InChI Key: RRIMIQDGHHBXCP-NIQLSDGISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₅
• Molecular Weight: 337.40 g/mol
• Exact Mass: 337.18892296 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9360	93.60%
Caco-2	+	0.7920	79.20%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5702	57.02%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6964	69.64%
P-glycoprotein inhibitior	-	0.9092	90.92%
P-glycoprotein substrate	+	0.5847	58.47%
CYP3A4 substrate	+	0.5969	59.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7132	71.32%
CYP3A4 inhibition	-	0.6124	61.24%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.8880	88.80%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	-	0.8842	88.42%
CYP inhibitory promiscuity	-	0.9536	95.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.7207	72.07%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9868	98.68%
Skin irritation	-	0.7171	71.71%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5547	55.47%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6060	60.60%
Acute Oral Toxicity (c)	II	0.5879	58.79%
Estrogen receptor binding	+	0.5376	53.76%
Androgen receptor binding	+	0.5811	58.11%
Thyroid receptor binding	-	0.6427	64.27%
Glucocorticoid receptor binding	+	0.6992	69.92%
Aromatase binding	-	0.7259	72.59%
PPAR gamma	-	0.7819	78.19%
Honey bee toxicity	-	0.8453	84.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8717	87.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.41%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.09%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.46%	93.40%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%

Plants that contains it

• Ligularia tsangchanensis

Cross-Links

• PubChem: 162879570
• LOTUS: LTS0090513
• wikiData: Q105244082