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

Details

• Internal ID: 34abd7f8-a07d-493c-94f0-b8ec254ee016
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 4,7-dihydroxy-7-(hydroxymethyl)-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)C1(C)O)(CO)O)C
• SMILES (Isomeric): CC1C(C(C(=O)OCC2=CCN3C2C(CC3)OC(=O)C1(C)O)(CO)O)C
• InChI: InChI=1S/C18H27NO7/c1-10-11(2)18(24,9-20)16(22)25-8-12-4-6-19-7-5-13(14(12)19)26-15(21)17(10,3)23/h4,10-11,13-14,20,23-24H,5-9H2,1-3H3
• InChI Key: KFGFNKWTWZSZML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₇
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.17875220 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7646	76.46%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5733	57.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9609	96.09%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8417	84.17%
P-glycoprotein inhibitior	-	0.8895	88.95%
P-glycoprotein substrate	-	0.5282	52.82%
CYP3A4 substrate	+	0.5952	59.52%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.6998	69.98%
CYP3A4 inhibition	-	0.8282	82.82%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.9208	92.08%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.9015	90.15%
CYP2C8 inhibition	-	0.9193	91.93%
CYP inhibitory promiscuity	-	0.9910	99.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.8135	81.35%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9882	98.82%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5948	59.48%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8347	83.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6656	66.56%
Acute Oral Toxicity (c)	II	0.3988	39.88%
Estrogen receptor binding	+	0.5300	53.00%
Androgen receptor binding	+	0.6476	64.76%
Thyroid receptor binding	+	0.5202	52.02%
Glucocorticoid receptor binding	+	0.6913	69.13%
Aromatase binding	+	0.5857	58.57%
PPAR gamma	-	0.7930	79.30%
Honey bee toxicity	-	0.8932	89.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6196	61.96%
Fish aquatic toxicity	-	0.5146	51.46%

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	94.12%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.05%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.53%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.33%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.12%	95.83%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.61%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.24%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.90%	94.45%

Plants that contains it

• Senecio latifolius

Cross-Links

• PubChem: 78385457
• LOTUS: LTS0009808
• wikiData: Q105140369