[(1R,3R,6S,7R,8R,11S,12S,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7,12,16-trimethyl-18-oxo-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methyl acetate

Details

• Internal ID: a1225c41-85a2-41ac-9810-a28325143e01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3R,6S,7R,8R,11S,12S,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7,12,16-trimethyl-18-oxo-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methyl acetate
• SMILES (Canonical): CC(C1CCC2(C1(CC(=O)C34C2CCC5C3(C4)CCC(C5(C)COC(=O)C)NC(=O)C6=CC=CC=C6)C)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC(=O)[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@]5(C)COC(=O)C)NC(=O)C6=CC=CC=C6)C)C)N(C)C
• InChI: InChI=1S/C35H50N2O4/c1-22(37(6)7)25-15-17-32(4)27-14-13-26-31(3,21-41-23(2)38)28(36-30(40)24-11-9-8-10-12-24)16-18-34(26)20-35(27,34)29(39)19-33(25,32)5/h8-12,22,25-28H,13-21H2,1-7H3,(H,36,40)/t22-,25+,26-,27-,28-,31+,32-,33+,34+,35-/m0/s1
• InChI Key: PNQBFAHMYRZNDC-UYOCFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀N₂O₄
• Molecular Weight: 562.80 g/mol
• Exact Mass: 562.37705808 g/mol
• Topological Polar Surface Area (TPSA): 75.70 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.90
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9562	95.62%
Caco-2	-	0.7776	77.76%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4993	49.93%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8238	82.38%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9706	97.06%
P-glycoprotein inhibitior	+	0.7628	76.28%
P-glycoprotein substrate	+	0.5757	57.57%
CYP3A4 substrate	+	0.6985	69.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7162	71.62%
CYP3A4 inhibition	+	0.8049	80.49%
CYP2C9 inhibition	-	0.6481	64.81%
CYP2C19 inhibition	-	0.6677	66.77%
CYP2D6 inhibition	-	0.8669	86.69%
CYP1A2 inhibition	-	0.7622	76.22%
CYP2C8 inhibition	+	0.5606	56.06%
CYP inhibitory promiscuity	+	0.5302	53.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.7821	78.21%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7561	75.61%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6371	63.71%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5692	56.92%
Acute Oral Toxicity (c)	III	0.6237	62.37%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.7816	78.16%
Thyroid receptor binding	+	0.5518	55.18%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	+	0.7708	77.08%
PPAR gamma	+	0.7300	73.00%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.73%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	91.34%	91.65%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.58%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.40%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.89%	93.00%
CHEMBL5028	O14672	ADAM10	86.10%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.13%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.29%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.09%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.76%	94.62%
CHEMBL4208	P20618	Proteasome component C5	81.92%	90.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.70%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.50%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.85%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.75%	89.67%

Plants that contains it

• Buxus sempervirens

Cross-Links

• PubChem: 162907814
• LOTUS: LTS0105049
• wikiData: Q105212111