methyl 3-[(1S,2R,7R)-7-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,8.07,12]hexadecan-2-yl]propanoate

Details

• Internal ID: e4fea5af-42a9-401e-ae84-10de732fbfa7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 3-[(1S,2R,7R)-7-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,8.07,12]hexadecan-2-yl]propanoate
• SMILES (Canonical): CC(C)C1CCC2(C3CC4C5C2(C1N(C3)C4(CCC5)O)CCC(=O)OC)C
• SMILES (Isomeric): CC(C)C1CC[C@]2(C3CC4C5[C@]2(C1N(C3)[C@]4(CCC5)O)CCC(=O)OC)C
• InChI: InChI=1S/C23H37NO3/c1-14(2)16-7-10-21(3)15-12-18-17-6-5-9-23(18,26)24(13-15)20(16)22(17,21)11-8-19(25)27-4/h14-18,20,26H,5-13H2,1-4H3/t15?,16?,17?,18?,20?,21-,22-,23+/m0/s1
• InChI Key: RDPYRJLWEYKHDS-DIXSWTNBSA-N
• Popularity: 2 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): 49.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9394	93.94%
Caco-2	+	0.6473	64.73%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7279	72.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7072	70.72%
BSEP inhibitior	+	0.5872	58.72%
P-glycoprotein inhibitior	-	0.8066	80.66%
P-glycoprotein substrate	+	0.5070	50.70%
CYP3A4 substrate	+	0.6894	68.94%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.7919	79.19%
CYP2C9 inhibition	-	0.7365	73.65%
CYP2C19 inhibition	-	0.8124	81.24%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	-	0.8883	88.83%
CYP2C8 inhibition	-	0.7090	70.90%
CYP inhibitory promiscuity	-	0.9041	90.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8514	85.14%
Skin irritation	-	0.7503	75.03%
Skin corrosion	-	0.9055	90.55%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4391	43.91%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8722	87.22%
Acute Oral Toxicity (c)	III	0.6452	64.52%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.8152	81.52%
Aromatase binding	+	0.7484	74.84%
PPAR gamma	+	0.5201	52.01%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.6505	65.05%

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	99.01%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.18%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.85%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.43%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	92.13%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.40%	96.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.82%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.66%	82.69%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.19%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.10%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.03%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.50%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.42%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.17%	85.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.14%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.84%	93.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.63%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.56%	94.33%
CHEMBL1871	P10275	Androgen Receptor	86.47%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.44%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.22%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.71%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.14%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.12%	89.05%
CHEMBL2581	P07339	Cathepsin D	84.73%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.13%	93.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.00%	98.33%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.56%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.39%	89.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.73%	98.75%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.44%	96.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.15%	92.50%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 129317132
• LOTUS: LTS0171562
• wikiData: Q104399827