[(1R,5R,8R,10S,14S,16R,17S,18S)-7-(2-hydroxyethyl)-5-methyl-13-methylidene-6-oxo-9-oxa-7-azahexacyclo[8.6.2.211,14.01,8.05,17.011,16]icosan-18-yl] acetate

Details

• Internal ID: 2f665d3b-660c-46b9-b5c2-4d5fcec30c35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,5R,8R,10S,14S,16R,17S,18S)-7-(2-hydroxyethyl)-5-methyl-13-methylidene-6-oxo-9-oxa-7-azahexacyclo[8.6.2.211,14.01,8.05,17.011,16]icosan-18-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C3(CCCC24C5CC6CCC5(C1OC4N(C3=O)CCO)CC6=C)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]2[C@]3(CCC[C@@]24[C@@H]5C[C@@H]6CCC5([C@@H]1O[C@H]4N(C3=O)CCO)CC6=C)C
• InChI: InChI=1S/C24H33NO5/c1-13-12-23-8-5-15(13)11-16(23)24-7-4-6-22(3)18(24)17(29-14(2)27)19(23)30-21(24)25(9-10-26)20(22)28/h15-19,21,26H,1,4-12H2,2-3H3/t15-,16+,17-,18+,19+,21+,22+,23?,24+/m0/s1
• InChI Key: DHBPYVIHAQUSGZ-VRNQLVLPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₃NO₅
• Molecular Weight: 415.50 g/mol
• Exact Mass: 415.23587315 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.5280	52.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4739	47.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6849	68.49%
BSEP inhibitior	-	0.4920	49.20%
P-glycoprotein inhibitior	-	0.5794	57.94%
P-glycoprotein substrate	-	0.5573	55.73%
CYP3A4 substrate	+	0.6978	69.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	+	0.5681	56.81%
CYP2C9 inhibition	-	0.8621	86.21%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.7819	78.19%
CYP2C8 inhibition	-	0.6227	62.27%
CYP inhibitory promiscuity	-	0.8865	88.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4534	45.34%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9539	95.39%
Skin irritation	-	0.7277	72.77%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5894	58.94%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6329	63.29%
Acute Oral Toxicity (c)	III	0.6728	67.28%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.7007	70.07%
Thyroid receptor binding	-	0.5106	51.06%
Glucocorticoid receptor binding	+	0.7941	79.41%
Aromatase binding	+	0.5791	57.91%
PPAR gamma	+	0.5910	59.10%
Honey bee toxicity	-	0.7758	77.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8238	82.38%

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	96.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.22%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.69%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	90.62%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.56%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.90%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.84%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.65%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	83.99%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.53%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.93%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.85%	97.28%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.69%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.85%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.36%	93.00%

Plants that contains it

• Spiraea japonica

Cross-Links

• PubChem: 122404582
• LOTUS: LTS0108607
• wikiData: Q104979751