(1S,3R,6S,8R,11S,12S,14R,15S,16R)-14-methoxy-N,7,7,12,16-pentamethyl-15-[(1S)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-amine

Details

• Internal ID: ba6c5530-f623-490e-8b07-86176c990c77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,6S,8R,11S,12S,14R,15S,16R)-14-methoxy-N,7,7,12,16-pentamethyl-15-[(1S)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-amine
• InChI: InChI=1S/C27H48N2O/c1-17(28-6)22-18(30-8)15-25(5)20-10-9-19-23(2,3)21(29-7)11-12-26(19)16-27(20,26)14-13-24(22,25)4/h17-22,28-29H,9-16H2,1-8H3/t17-,18+,19-,20-,21-,22-,24+,25-,26+,27-/m0/s1
• InChI Key: MDDPOAHYGDIGBP-ZUDQDPCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈N₂O
• Molecular Weight: 416.70 g/mol
• Exact Mass: 416.376664159 g/mol
• Topological Polar Surface Area (TPSA): 33.30 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.25
• 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	+	0.9904	99.04%
Caco-2	-	0.5948	59.48%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4771	47.71%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5742	57.42%
P-glycoprotein inhibitior	-	0.6689	66.89%
P-glycoprotein substrate	-	0.6096	60.96%
CYP3A4 substrate	+	0.6429	64.29%
CYP2C9 substrate	-	0.6183	61.83%
CYP2D6 substrate	+	0.4767	47.67%
CYP3A4 inhibition	-	0.7924	79.24%
CYP2C9 inhibition	-	0.6687	66.87%
CYP2C19 inhibition	-	0.6861	68.61%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	-	0.7899	78.99%
CYP2C8 inhibition	-	0.6002	60.02%
CYP inhibitory promiscuity	-	0.5277	52.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5550	55.50%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.6567	65.67%
Skin corrosion	-	0.8214	82.14%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6995	69.95%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6880	68.80%
skin sensitisation	-	0.8011	80.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4936	49.36%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.8582	85.82%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	+	0.7216	72.16%
Glucocorticoid receptor binding	+	0.7057	70.57%
Aromatase binding	+	0.8302	83.02%
PPAR gamma	+	0.6400	64.00%
Honey bee toxicity	-	0.5816	58.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9086	90.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	93.19%	92.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.68%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.66%	96.38%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	91.21%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.65%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.39%	91.03%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.55%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.40%	94.45%
CHEMBL268	P43235	Cathepsin K	87.79%	96.85%
CHEMBL3837	P07711	Cathepsin L	87.67%	96.61%
CHEMBL204	P00734	Thrombin	87.41%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.18%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.87%	95.34%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.79%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.06%	99.18%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.89%	99.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.86%	99.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.68%	92.86%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.30%	91.38%
CHEMBL222	P23975	Norepinephrine transporter	84.88%	96.06%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.44%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.29%	96.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.23%	94.78%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	84.22%	97.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.20%	83.57%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	83.42%	95.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.14%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.06%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.40%	94.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.92%	95.83%
CHEMBL299	P17252	Protein kinase C alpha	80.70%	98.03%
CHEMBL5406	Q86X55	Histone-arginine methyltransferase CARM1	80.58%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	80.49%	97.79%

Plants that contains it

• Buxus sempervirens

Cross-Links

• PubChem: 162850166
• LOTUS: LTS0211739
• wikiData: Q105161613