1-Acetyl-6,7-dihydroxy-5-(hydroxymethyl)-14-methoxy-11-methyl-2,4,9-trioxa-11-azatricyclo[8.4.0.03,8]tetradec-13-en-12-one

Details

• Internal ID: 753cf2b1-1ba0-45cb-9c8e-c7708960139f
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,4-dioxanes
• IUPAC Name: 1-acetyl-6,7-dihydroxy-5-(hydroxymethyl)-14-methoxy-11-methyl-2,4,9-trioxa-11-azatricyclo[8.4.0.03,8]tetradec-13-en-12-one
• SMILES (Canonical): CC(=O)C12C(N(C(=O)C=C1OC)C)OC3C(C(C(OC3O2)CO)O)O
• SMILES (Isomeric): CC(=O)C12C(N(C(=O)C=C1OC)C)OC3C(C(C(OC3O2)CO)O)O
• InChI: InChI=1S/C15H21NO9/c1-6(18)15-8(22-3)4-9(19)16(2)14(15)24-12-11(21)10(20)7(5-17)23-13(12)25-15/h4,7,10-14,17,20-21H,5H2,1-3H3
• InChI Key: GLJAEZNTDWDEPX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₉
• Molecular Weight: 359.33 g/mol
• Exact Mass: 359.12163125 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.50
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7760	77.60%
Caco-2	-	0.7502	75.02%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4325	43.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7997	79.97%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8527	85.27%
P-glycoprotein inhibitior	-	0.7407	74.07%
P-glycoprotein substrate	-	0.7369	73.69%
CYP3A4 substrate	+	0.6145	61.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9029	90.29%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8937	89.37%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.8439	84.39%
CYP2C8 inhibition	-	0.8903	89.03%
CYP inhibitory promiscuity	-	0.9066	90.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5119	51.19%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5413	54.13%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5512	55.12%
skin sensitisation	-	0.8729	87.29%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5313	53.13%
Acute Oral Toxicity (c)	III	0.5740	57.40%
Estrogen receptor binding	+	0.6965	69.65%
Androgen receptor binding	+	0.6534	65.34%
Thyroid receptor binding	-	0.5281	52.81%
Glucocorticoid receptor binding	-	0.4781	47.81%
Aromatase binding	-	0.6785	67.85%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7418	74.18%

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	98.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.31%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.12%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.17%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.58%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.76%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.49%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.88%	96.00%

Plants that contains it

• Acalypha indica

Cross-Links

• PubChem: 162947183
• LOTUS: LTS0168517
• wikiData: Q105010970