7-Hydroxy-4,5,6-trimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Details

• Internal ID: 4d1364ea-3e1d-4bbb-8ff2-54015360c825
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 7-hydroxy-4,5,6-trimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
• SMILES (Canonical): CC1C(C(C(=O)OCC2=CCN3C2C(CC3)OC(=O)C1C)O)C
• SMILES (Isomeric): CC1C(C(C(=O)OCC2=CCN3C2C(CC3)OC(=O)C1C)O)C
• InChI: InChI=1S/C17H25NO5/c1-9-10(2)15(19)17(21)22-8-12-4-6-18-7-5-13(14(12)18)23-16(20)11(9)3/h4,9-11,13-15,19H,5-8H2,1-3H3
• InChI Key: GFXWTYYPYYHXDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO₅
• Molecular Weight: 323.40 g/mol
• Exact Mass: 323.17327290 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8889	88.89%
Caco-2	+	0.7426	74.26%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7837	78.37%
P-glycoprotein inhibitior	-	0.8618	86.18%
P-glycoprotein substrate	+	0.5156	51.56%
CYP3A4 substrate	+	0.5807	58.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6861	68.61%
CYP3A4 inhibition	-	0.9377	93.77%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.8917	89.17%
CYP1A2 inhibition	-	0.7984	79.84%
CYP2C8 inhibition	-	0.9681	96.81%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.6549	65.49%
Eye corrosion	-	0.9742	97.42%
Eye irritation	-	0.9858	98.58%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5465	54.65%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	-	0.8457	84.57%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5630	56.30%
Acute Oral Toxicity (c)	II	0.5250	52.50%
Estrogen receptor binding	-	0.5873	58.73%
Androgen receptor binding	+	0.6442	64.42%
Thyroid receptor binding	-	0.5669	56.69%
Glucocorticoid receptor binding	+	0.5517	55.17%
Aromatase binding	-	0.7444	74.44%
PPAR gamma	-	0.8591	85.91%
Honey bee toxicity	-	0.8573	85.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5183	51.83%

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	93.48%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.59%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.92%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.25%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.06%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.98%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.63%	86.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.57%	98.46%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.44%	94.66%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.49%	95.89%

Plants that contains it

• Crotalaria nana

Cross-Links

• PubChem: 53462608
• LOTUS: LTS0208366
• wikiData: Q105007884