Methyl 3-(15-hydroxy-1-methyl-14-propan-2-yl-12-azatetracyclo[8.6.0.02,13.03,7]hexadec-3-en-2-yl)propanoate

Details

• Internal ID: 26a14508-6464-4491-97c8-09a1413cfae3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 3-(15-hydroxy-1-methyl-14-propan-2-yl-12-azatetracyclo[8.6.0.02,13.03,7]hexadec-3-en-2-yl)propanoate
• SMILES (Canonical): CC(C)C1C(CC2(C3CCC4CCC=C4C2(C1NC3)CCC(=O)OC)C)O
• SMILES (Isomeric): CC(C)C1C(CC2(C3CCC4CCC=C4C2(C1NC3)CCC(=O)OC)C)O
• InChI: InChI=1S/C23H37NO3/c1-14(2)20-18(25)12-22(3)16-9-8-15-6-5-7-17(15)23(22,21(20)24-13-16)11-10-19(26)27-4/h7,14-16,18,20-21,24-25H,5-6,8-13H2,1-4H3
• InChI Key: IIHXSJJFQSDLJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₃
• Molecular Weight: 375.50 g/mol
• Exact Mass: 375.27734404 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 4
• 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	+	0.9593	95.93%
Caco-2	+	0.6781	67.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	0.8679	86.79%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6907	69.07%
P-glycoprotein inhibitior	-	0.8106	81.06%
P-glycoprotein substrate	+	0.6202	62.02%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.9417	94.17%
CYP2C9 inhibition	-	0.6175	61.75%
CYP2C19 inhibition	-	0.7662	76.62%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.8094	80.94%
CYP2C8 inhibition	-	0.6134	61.34%
CYP inhibitory promiscuity	-	0.7042	70.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9825	98.25%
Skin irritation	-	0.6656	66.56%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6949	69.49%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.8248	82.48%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8828	88.28%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	+	0.7604	76.04%
Androgen receptor binding	+	0.6998	69.98%
Thyroid receptor binding	+	0.5421	54.21%
Glucocorticoid receptor binding	+	0.8366	83.66%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	-	0.6294	62.94%
Honey bee toxicity	-	0.8432	84.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8581	85.81%

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	99.29%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.35%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.82%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.76%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	90.56%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.60%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.55%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.40%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.45%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.69%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.36%	94.33%
CHEMBL4208	P20618	Proteasome component C5	83.70%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.60%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.52%	92.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.14%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.51%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.20%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.98%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.58%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.08%	97.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.74%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.66%	97.25%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 74392194
• LOTUS: LTS0113816
• wikiData: Q105113493