[(3R,4R,5R,9R,10R,13R,14R,17R)-10,13-dimethyl-3-(methylamino)-17-[(2R)-1-[(2R,3R)-3-propan-2-ylpyrrolidin-2-yl]propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate

Details

• Internal ID: 55569e4e-d382-43d8-8ec5-253439827ec2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3R,4R,5R,9R,10R,13R,14R,17R)-10,13-dimethyl-3-(methylamino)-17-[(2R)-1-[(2R,3R)-3-propan-2-ylpyrrolidin-2-yl]propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate
• SMILES (Canonical): CC(C)C1CCNC1CC(C)C2CCC3C2(CCC4C3=CCC5C4(CCC(C5OC(=O)C)NC)C)C
• SMILES (Isomeric): C[C@H](C[C@@H]1[C@H](CCN1)C(C)C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CC[C@H]([C@@H]5OC(=O)C)NC)C)C
• InChI: InChI=1S/C32H54N2O2/c1-19(2)22-14-17-34-29(22)18-20(3)24-10-11-25-23-8-9-27-30(36-21(4)35)28(33-7)13-16-32(27,6)26(23)12-15-31(24,25)5/h8,19-20,22,24-30,33-34H,9-18H2,1-7H3/t20-,22-,24-,25+,26+,27+,28-,29-,30-,31-,32-/m1/s1
• InChI Key: RWTFLBCUUBVVCW-YBFSJIKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄N₂O₂
• Molecular Weight: 498.80 g/mol
• Exact Mass: 498.41852897 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.6389	63.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6432	64.32%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8542	85.42%
P-glycoprotein inhibitior	+	0.6381	63.81%
P-glycoprotein substrate	+	0.6093	60.93%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.7525	75.25%
CYP3A4 inhibition	-	0.8179	81.79%
CYP2C9 inhibition	-	0.5654	56.54%
CYP2C19 inhibition	-	0.6349	63.49%
CYP2D6 inhibition	-	0.6445	64.45%
CYP1A2 inhibition	-	0.7635	76.35%
CYP2C8 inhibition	-	0.6216	62.16%
CYP inhibitory promiscuity	+	0.7617	76.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.6941	69.41%
Skin corrosion	-	0.9046	90.46%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8621	86.21%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5818	58.18%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6183	61.83%
Acute Oral Toxicity (c)	III	0.5893	58.93%
Estrogen receptor binding	+	0.6130	61.30%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	+	0.5977	59.77%
Glucocorticoid receptor binding	+	0.7173	71.73%
Aromatase binding	+	0.5932	59.32%
PPAR gamma	+	0.5629	56.29%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.9605	96.05%

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	98.72%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.25%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.12%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.60%	97.79%
CHEMBL4072	P07858	Cathepsin B	89.92%	93.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.65%	91.03%
CHEMBL221	P23219	Cyclooxygenase-1	89.52%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.17%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.34%	91.24%
CHEMBL5028	O14672	ADAM10	87.14%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.06%	92.88%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.45%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.96%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.94%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.76%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.72%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.16%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.15%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.13%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.58%	95.71%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.96%	91.65%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.58%	96.38%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	80.79%	81.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.14%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.02%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162952210
• LOTUS: LTS0026975
• wikiData: Q105246745