(1S,3R,6S,8R,11S,12S,14R,15S,16R)-7,7,12,16-tetramethyl-15-[(1R)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,14-diol

Details

• Internal ID: 2996c85f-9fce-4427-b77e-9d57fcf871b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,6S,8R,11S,12S,14R,15S,16R)-7,7,12,16-tetramethyl-15-[(1R)-1-(methylamino)ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,14-diol
• InChI: InChI=1S/C25H43NO2/c1-15(26-6)20-16(27)13-23(5)18-8-7-17-21(2,3)19(28)9-10-24(17)14-25(18,24)12-11-22(20,23)4/h15-20,26-28H,7-14H2,1-6H3/t15-,16-,17+,18+,19+,20+,22-,23+,24-,25+/m1/s1
• InChI Key: KHBOEHDNAZWJMH-ZGILUUTNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₃NO₂
• Molecular Weight: 389.60 g/mol
• Exact Mass: 389.329379614 g/mol
• Topological Polar Surface Area (TPSA): 52.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.5893	58.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5744	57.44%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7172	71.72%
P-glycoprotein inhibitior	-	0.8307	83.07%
P-glycoprotein substrate	-	0.7196	71.96%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.5199	51.99%
CYP3A4 inhibition	-	0.8214	82.14%
CYP2C9 inhibition	-	0.5985	59.85%
CYP2C19 inhibition	-	0.6921	69.21%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	-	0.6149	61.49%
CYP2C8 inhibition	-	0.7949	79.49%
CYP inhibitory promiscuity	-	0.7340	73.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5938	59.38%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9585	95.85%
Skin irritation	-	0.6514	65.14%
Skin corrosion	-	0.8760	87.60%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5239	52.39%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7781	77.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7844	78.44%
Acute Oral Toxicity (c)	III	0.5890	58.90%
Estrogen receptor binding	+	0.8647	86.47%
Androgen receptor binding	+	0.7203	72.03%
Thyroid receptor binding	+	0.7031	70.31%
Glucocorticoid receptor binding	+	0.7428	74.28%
Aromatase binding	+	0.8005	80.05%
PPAR gamma	-	0.5643	56.43%
Honey bee toxicity	-	0.7553	75.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7959	79.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.89%	95.58%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.14%	83.57%
CHEMBL3837	P07711	Cathepsin L	93.30%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.48%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	90.65%	95.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.13%	94.45%
CHEMBL268	P43235	Cathepsin K	89.85%	96.85%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.85%	92.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.55%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.72%	92.88%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.94%	91.03%
CHEMBL221	P23219	Cyclooxygenase-1	86.66%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.46%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.96%	96.77%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	82.40%	95.27%
CHEMBL240	Q12809	HERG	81.82%	89.76%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.63%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.54%	96.61%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	81.43%	81.88%
CHEMBL2581	P07339	Cathepsin D	80.75%	98.95%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.42%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	80.16%	98.03%
CHEMBL1937	Q92769	Histone deacetylase 2	80.03%	94.75%

Plants that contains it

• Buxus microphylla

Cross-Links

• PubChem: 162868870
• LOTUS: LTS0035320
• wikiData: Q105141078