methyl (1R,2'R,5S,11R,12R,15R)-2'-methoxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate

Details

• Internal ID: f4a63076-0f88-4db5-a08f-889af921f2b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (1R,2'R,5S,11R,12R,15R)-2'-methoxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate
• SMILES (Canonical): CC(C)C1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)OC
• SMILES (Isomeric): CC(C)[C@]1(CC[C@@]2(CO1)[C@@H]3CCC4=C5[C@@]2(C[C@H]([C@H]5CC4)C(=O)OC)CN(C3)C)OC
• InChI: InChI=1S/C25H39NO4/c1-16(2)25(29-5)11-10-23(15-30-25)18-8-6-17-7-9-19-20(22(27)28-4)12-24(23,21(17)19)14-26(3)13-18/h16,18-20H,6-15H2,1-5H3/t18-,19-,20-,23-,24-,25-/m1/s1
• InChI Key: NYUJYFZXEOGHOB-SJBIMOBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₉NO₄
• Molecular Weight: 417.60 g/mol
• Exact Mass: 417.28790873 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8985	89.85%
Caco-2	+	0.7351	73.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4730	47.30%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5869	58.69%
P-glycoprotein inhibitior	-	0.5624	56.24%
P-glycoprotein substrate	+	0.5674	56.74%
CYP3A4 substrate	+	0.7018	70.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7837	78.37%
CYP3A4 inhibition	-	0.7818	78.18%
CYP2C9 inhibition	-	0.9251	92.51%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	-	0.8516	85.16%
CYP2C8 inhibition	-	0.7159	71.59%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7742	77.42%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5683	56.83%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	-	0.7848	78.48%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	+	0.6523	65.23%
PPAR gamma	-	0.5799	57.99%
Honey bee toxicity	-	0.7228	72.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8853	88.53%

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	98.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.46%	95.71%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.06%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL4072	P07858	Cathepsin B	87.68%	93.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.54%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.16%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.30%	97.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.26%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.67%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.94%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.46%	100.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.49%	95.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.22%	98.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.98%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.12%	93.56%

Plants that contains it

• Daphniphyllum himalayense

Cross-Links

• PubChem: 163195555
• LOTUS: LTS0061142
• wikiData: Q105187695