(1S,3R,6S,8R,11S,12S,15S)-15-[(1S)-1-(dimethylamino)ethyl]-N,7,7,12,16-pentamethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-amine

Details

• Internal ID: 08c800bd-a5a5-4a78-8316-f1d29559ae47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,6S,8R,11S,12S,15S)-15-[(1S)-1-(dimethylamino)ethyl]-N,7,7,12,16-pentamethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-amine
• SMILES (Canonical): CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)NC)C)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2(C1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)NC)C)C)N(C)C
• InChI: InChI=1S/C27H48N2/c1-18(29(7)8)19-11-13-25(5)21-10-9-20-23(2,3)22(28-6)12-14-26(20)17-27(21,26)16-15-24(19,25)4/h18-22,28H,9-17H2,1-8H3/t18-,19+,20-,21-,22-,24?,25-,26+,27-/m0/s1
• InChI Key: PLKVWYPBRRRIQG-VIOICAKGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈N₂
• Molecular Weight: 400.70 g/mol
• Exact Mass: 400.381749540 g/mol
• Topological Polar Surface Area (TPSA): 15.30 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.96
• H-Bond Acceptor: 2
• 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	+	0.9834	98.34%
Caco-2	-	0.5509	55.09%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.8492	84.92%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6080	60.80%
P-glycoprotein inhibitior	-	0.7590	75.90%
P-glycoprotein substrate	-	0.6178	61.78%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	+	0.5936	59.36%
CYP3A4 inhibition	+	0.5698	56.98%
CYP2C9 inhibition	-	0.8342	83.42%
CYP2C19 inhibition	-	0.8342	83.42%
CYP2D6 inhibition	-	0.8852	88.52%
CYP1A2 inhibition	-	0.8601	86.01%
CYP2C8 inhibition	-	0.7902	79.02%
CYP inhibitory promiscuity	-	0.6583	65.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6431	64.31%
Eye corrosion	-	0.9592	95.92%
Eye irritation	-	0.9340	93.40%
Skin irritation	-	0.6627	66.27%
Skin corrosion	-	0.5561	55.61%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3758	37.58%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6214	62.14%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8919	89.19%
Androgen receptor binding	+	0.7297	72.97%
Thyroid receptor binding	+	0.6709	67.09%
Glucocorticoid receptor binding	+	0.6878	68.78%
Aromatase binding	+	0.8012	80.12%
PPAR gamma	-	0.4851	48.51%
Honey bee toxicity	-	0.6128	61.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1914	P06276	Butyrylcholinesterase	93.63%	95.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.96%	95.69%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	91.41%	97.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.64%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.56%	92.86%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.36%	91.03%
CHEMBL3837	P07711	Cathepsin L	90.05%	96.61%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.80%	83.57%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.78%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.73%	92.88%
CHEMBL2996	Q05655	Protein kinase C delta	88.92%	97.79%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.80%	90.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.65%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.16%	96.38%
CHEMBL204	P00734	Thrombin	87.81%	96.01%
CHEMBL222	P23975	Norepinephrine transporter	87.01%	96.06%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.71%	95.58%
CHEMBL268	P43235	Cathepsin K	86.61%	96.85%
CHEMBL237	P41145	Kappa opioid receptor	86.40%	98.10%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.21%	94.78%
CHEMBL233	P35372	Mu opioid receptor	84.98%	97.93%
CHEMBL221	P23219	Cyclooxygenase-1	84.93%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.09%	95.34%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.70%	85.30%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.25%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.19%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.12%	82.69%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.04%	98.99%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.84%	99.17%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.98%	80.96%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.84%	99.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.57%	99.18%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.55%	97.50%
CHEMBL236	P41143	Delta opioid receptor	80.47%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.27%	91.11%

Plants that contains it

• Buxus microphylla
• Buxus papillosa

Cross-Links

• PubChem: 163189199
• LOTUS: LTS0147322
• wikiData: Q105211007