N-[(1S,3R,6S,8R,11S,12S,15S,16R)-7,7,12,16-tetramethyl-15-[(1S)-1-(methylamino)ethyl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]acetamide

Details

• Internal ID: 6de3f8a6-8dd1-4ab5-bdd3-b6980bab4af8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: N-[(1S,3R,6S,8R,11S,12S,15S,16R)-7,7,12,16-tetramethyl-15-[(1S)-1-(methylamino)ethyl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]acetamide
• SMILES (Canonical): CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)NC(=O)C)C)C)NC
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)NC(=O)C)C)C)NC
• InChI: InChI=1S/C27H46N2O/c1-17(28-7)19-10-12-25(6)21-9-8-20-23(3,4)22(29-18(2)30)11-13-26(20)16-27(21,26)15-14-24(19,25)5/h17,19-22,28H,8-16H2,1-7H3,(H,29,30)/t17-,19+,20-,21-,22-,24+,25-,26+,27-/m0/s1
• InChI Key: IXKWMHYTPDVHMP-DCGBGGOISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆N₂O
• Molecular Weight: 414.70 g/mol
• Exact Mass: 414.361014095 g/mol
• Topological Polar Surface Area (TPSA): 41.10 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.54
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.6969	69.69%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4287	42.87%
OATP2B1 inhibitior	-	0.5822	58.22%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7097	70.97%
P-glycoprotein inhibitior	-	0.5964	59.64%
P-glycoprotein substrate	-	0.5880	58.80%
CYP3A4 substrate	+	0.6347	63.47%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7200	72.00%
CYP3A4 inhibition	-	0.6442	64.42%
CYP2C9 inhibition	-	0.5057	50.57%
CYP2C19 inhibition	+	0.5127	51.27%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.8685	86.85%
CYP2C8 inhibition	-	0.7046	70.46%
CYP inhibitory promiscuity	+	0.6816	68.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.9602	96.02%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.8905	89.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6911	69.11%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7141	71.41%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4585	45.85%
Acute Oral Toxicity (c)	III	0.6004	60.04%
Estrogen receptor binding	+	0.8597	85.97%
Androgen receptor binding	+	0.7071	70.71%
Thyroid receptor binding	+	0.6934	69.34%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	+	0.8232	82.32%
PPAR gamma	+	0.6554	65.54%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9725	97.25%

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	92.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.57%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.33%	98.75%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.31%	95.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.11%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.01%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.17%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.86%	96.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.37%	91.24%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.31%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.65%	91.03%
CHEMBL2581	P07339	Cathepsin D	84.15%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.67%	95.58%
CHEMBL236	P41143	Delta opioid receptor	83.07%	99.35%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.03%	89.33%
CHEMBL268	P43235	Cathepsin K	82.53%	96.85%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.47%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.20%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.14%	96.61%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.97%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.42%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.82%	92.88%
CHEMBL3837	P07711	Cathepsin L	80.80%	96.61%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.42%	95.71%

Plants that contains it

• Buxus rugulosa
• Cota tinctoria

Cross-Links

• PubChem: 162919434
• LOTUS: LTS0111446
• wikiData: Q105160228