N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-5-hydroxy-7,7,12,16-tetramethyl-15-[(1S)-1-(methylamino)ethyl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-methylbenzamide

Details

• Internal ID: ef4ecb76-2d3e-474f-b735-c8ae126a183c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-5-hydroxy-7,7,12,16-tetramethyl-15-[(1S)-1-(methylamino)ethyl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-methylbenzamide
• SMILES (Canonical): CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CC(C(C5(C)C)N(C)C(=O)C6=CC=CC=C6)O)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)C[C@H]([C@@H](C5(C)C)N(C)C(=O)C6=CC=CC=C6)O)C)C)NC
• InChI: InChI=1S/C33H50N2O2/c1-21(34-6)23-15-16-31(5)26-14-13-25-29(2,3)27(35(7)28(37)22-11-9-8-10-12-22)24(36)19-33(25)20-32(26,33)18-17-30(23,31)4/h8-12,21,23-27,34,36H,13-20H2,1-7H3/t21-,23+,24+,25-,26-,27-,30+,31-,32-,33+/m0/s1
• InChI Key: DWELWHXSAQDFLO-NPUYFIEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀N₂O₂
• Molecular Weight: 506.80 g/mol
• Exact Mass: 506.38722884 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	-	0.7562	75.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5972	59.72%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	+	0.8785	87.85%
P-glycoprotein inhibitior	+	0.6110	61.10%
P-glycoprotein substrate	+	0.5646	56.46%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6705	67.05%
CYP3A4 inhibition	+	0.6439	64.39%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5113	51.13%
CYP2D6 inhibition	-	0.7683	76.83%
CYP1A2 inhibition	-	0.7279	72.79%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5360	53.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9495	94.95%
Skin irritation	-	0.7471	74.71%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7928	79.28%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.7487	74.87%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8150	81.50%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.8486	84.86%
Androgen receptor binding	+	0.7312	73.12%
Thyroid receptor binding	+	0.6302	63.02%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	+	0.7900	79.00%
PPAR gamma	+	0.6544	65.44%
Honey bee toxicity	-	0.7447	74.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9466	94.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.13%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	90.35%	89.23%
CHEMBL4208	P20618	Proteasome component C5	86.77%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.36%	94.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.26%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.07%	87.67%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.05%	90.24%
CHEMBL5028	O14672	ADAM10	85.94%	97.50%
CHEMBL2535	P11166	Glucose transporter	85.51%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.17%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.65%	95.89%
CHEMBL2801	Q13557	CaM kinase II delta	83.48%	84.49%
CHEMBL340	P08684	Cytochrome P450 3A4	82.98%	91.19%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.85%	85.31%
CHEMBL220	P22303	Acetylcholinesterase	81.57%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%

Plants that contains it

• Buxus sempervirens

Cross-Links

• PubChem: 163068853
• LOTUS: LTS0164772
• wikiData: Q104990502