(1S,3R,6S,7R,8R,11S,12S,14R,15S,16R)-6-amino-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-ol

Details

• Internal ID: f6a8d31f-93f8-47a2-a642-6c1134f9bbfe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,6S,7R,8R,11S,12S,14R,15S,16R)-6-amino-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-ol
• SMILES (Canonical): CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)CO)N)C)C)O)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@]5(C)CO)N)C)C)O)N(C)C
• InChI: InChI=1S/C26H46N2O2/c1-16(28(5)6)21-17(30)13-24(4)19-8-7-18-22(2,15-29)20(27)9-10-25(18)14-26(19,25)12-11-23(21,24)3/h16-21,29-30H,7-15,27H2,1-6H3/t16-,17+,18-,19-,20-,21-,22+,23+,24-,25+,26-/m0/s1
• InChI Key: NRLDULXFOAMEBL-AYHDWYHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₆N₂O₂
• Molecular Weight: 418.70 g/mol
• Exact Mass: 418.35592871 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9523	95.23%
Caco-2	-	0.5787	57.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.8252	82.52%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6082	60.82%
P-glycoprotein inhibitior	-	0.7983	79.83%
P-glycoprotein substrate	-	0.6211	62.11%
CYP3A4 substrate	+	0.6105	61.05%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	+	0.4712	47.12%
CYP3A4 inhibition	-	0.6696	66.96%
CYP2C9 inhibition	-	0.7326	73.26%
CYP2C19 inhibition	-	0.8057	80.57%
CYP2D6 inhibition	-	0.7871	78.71%
CYP1A2 inhibition	-	0.8167	81.67%
CYP2C8 inhibition	-	0.8195	81.95%
CYP inhibitory promiscuity	-	0.8448	84.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9733	97.33%
Eye irritation	-	0.9303	93.03%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.8608	86.08%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5222	52.22%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6013	60.13%
skin sensitisation	-	0.8150	81.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8327	83.27%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	+	0.8638	86.38%
Androgen receptor binding	+	0.7528	75.28%
Thyroid receptor binding	+	0.6064	60.64%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	+	0.7408	74.08%
PPAR gamma	+	0.5177	51.77%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.4116	41.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	97.43%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.77%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.63%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.77%	91.11%
CHEMBL3837	P07711	Cathepsin L	92.76%	96.61%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.33%	95.69%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.30%	90.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.42%	95.58%
CHEMBL236	P41143	Delta opioid receptor	90.99%	99.35%
CHEMBL237	P41145	Kappa opioid receptor	89.79%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	89.20%	94.75%
CHEMBL233	P35372	Mu opioid receptor	89.15%	97.93%
CHEMBL221	P23219	Cyclooxygenase-1	88.58%	90.17%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	88.32%	95.42%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.27%	97.47%
CHEMBL299	P17252	Protein kinase C alpha	87.72%	98.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.08%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.46%	92.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.23%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.69%	91.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.06%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	85.03%	97.79%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.06%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.72%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.34%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.22%	93.00%
CHEMBL206	P03372	Estrogen receptor alpha	82.20%	97.64%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.98%	83.57%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.57%	100.00%
CHEMBL261	P00915	Carbonic anhydrase I	80.98%	96.76%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.71%	96.95%
CHEMBL2514	O95665	Neurotensin receptor 2	80.43%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	80.21%	95.00%

Plants that contains it

• Buxus microphylla

Cross-Links

• PubChem: 101280227
• LOTUS: LTS0227610
• wikiData: Q105184640