[(1R,2R,4S,7R,8S,9S,10S,11R,17S)-8-acetyloxy-11-methyl-5-methylidene-12-oxo-16-oxa-13-azahexacyclo[9.6.3.24,7.01,10.02,7.013,17]docosan-9-yl] acetate

Details

• Internal ID: 6d45fec0-f6be-4df4-a6c1-23e4b8dd6632
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Isoatisine-type diterpenoid alkaloids
• IUPAC Name: [(1R,2R,4S,7R,8S,9S,10S,11R,17S)-8-acetyloxy-11-methyl-5-methylidene-12-oxo-16-oxa-13-azahexacyclo[9.6.3.24,7.01,10.02,7.013,17]docosan-9-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C3(CCCC2(C4CC5CCC4(C1OC(=O)C)CC5=C)C6N(C3=O)CCO6)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]2[C@]3(CCC[C@]2([C@@H]4C[C@@H]5CC[C@@]4([C@@H]1OC(=O)C)CC5=C)[C@H]6N(C3=O)CCO6)C
• InChI: InChI=1S/C26H35NO6/c1-14-13-25-9-6-17(14)12-18(25)26-8-5-7-24(4,22(30)27-10-11-31-23(26)27)20(26)19(32-15(2)28)21(25)33-16(3)29/h17-21,23H,1,5-13H2,2-4H3/t17-,18+,19-,20+,21+,23-,24+,25+,26+/m0/s1
• InChI Key: FYVSAFKZTFPIJW-AHMZIRKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₅NO₆
• Molecular Weight: 457.60 g/mol
• Exact Mass: 457.24643784 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9344	93.44%
Caco-2	-	0.5888	58.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5292	52.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7441	74.41%
P-glycoprotein inhibitior	+	0.6144	61.44%
P-glycoprotein substrate	-	0.5653	56.53%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	0.8163	81.63%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.7746	77.46%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.8734	87.34%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.8166	81.66%
CYP2C8 inhibition	-	0.5697	56.97%
CYP inhibitory promiscuity	-	0.7882	78.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4441	44.41%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.7348	73.48%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6480	64.80%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6164	61.64%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5998	59.98%
Acute Oral Toxicity (c)	III	0.7248	72.48%
Estrogen receptor binding	+	0.8379	83.79%
Androgen receptor binding	+	0.7148	71.48%
Thyroid receptor binding	-	0.5616	56.16%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.5454	54.54%
PPAR gamma	+	0.7111	71.11%
Honey bee toxicity	-	0.7567	75.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9535	95.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.10%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.79%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.95%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	92.87%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.50%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.10%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.08%	95.58%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.98%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.05%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.05%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.78%	85.14%
CHEMBL5028	O14672	ADAM10	84.16%	97.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.99%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	83.37%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.99%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.45%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.39%	95.36%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.28%	90.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.24%	93.03%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.61%	98.33%

Plants that contains it

• Spiraea japonica

Cross-Links

• PubChem: 163049172
• LOTUS: LTS0049381
• wikiData: Q105004755