2-[(1S,2S,4S,6R,7R,8R,10R,11R)-6,8-dihydroxy-4,7,11-trimethyl-5-methylidene-13-azatetracyclo[9.3.3.01,10.02,7]heptadecan-13-yl]acetaldehyde

Details

• Internal ID: e90a9f42-bb81-48ce-b19f-ea1360f6fb7f
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: 2-[(1S,2S,4S,6R,7R,8R,10R,11R)-6,8-dihydroxy-4,7,11-trimethyl-5-methylidene-13-azatetracyclo[9.3.3.01,10.02,7]heptadecan-13-yl]acetaldehyde
• InChI: InChI=1S/C22H35NO3/c1-14-10-17-21(4,19(26)15(14)2)18(25)11-16-20(3)6-5-7-22(16,17)13-23(12-20)8-9-24/h9,14,16-19,25-26H,2,5-8,10-13H2,1,3-4H3/t14-,16+,17+,18+,19+,20-,21+,22-/m0/s1
• InChI Key: VFRHLKNINNUPQV-IUCVIKEYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₃
• Molecular Weight: 361.50 g/mol
• Exact Mass: 361.26169398 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8279	82.79%
Caco-2	+	0.5716	57.16%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4606	46.06%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5883	58.83%
BSEP inhibitior	-	0.6697	66.97%
P-glycoprotein inhibitior	-	0.7952	79.52%
P-glycoprotein substrate	-	0.5995	59.95%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4450	44.50%
CYP3A4 inhibition	-	0.8541	85.41%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.8628	86.28%
CYP1A2 inhibition	-	0.8248	82.48%
CYP2C8 inhibition	-	0.6911	69.11%
CYP inhibitory promiscuity	-	0.9416	94.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5515	55.15%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.8868	88.68%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8666	86.66%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7997	79.97%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8957	89.57%
Acute Oral Toxicity (c)	III	0.6289	62.89%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.5889	58.89%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	+	0.6628	66.28%
PPAR gamma	-	0.5180	51.80%
Honey bee toxicity	-	0.8239	82.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7753	77.53%

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	93.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.29%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.80%	91.11%
CHEMBL233	P35372	Mu opioid receptor	85.60%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.98%	100.00%
CHEMBL238	Q01959	Dopamine transporter	81.76%	95.88%
CHEMBL1937	Q92769	Histone deacetylase 2	81.28%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	81.08%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.87%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163005844
• LOTUS: LTS0252519
• wikiData: Q105285531