(1S,5S,10R,11S,14R,15S,18S)-11-methyl-14-propan-2-yl-6-oxa-16-azahexacyclo[14.4.1.01,5.05,10.010,15.011,18]henicosan-7-one

Details

• Internal ID: 6d16f6e8-5a4d-4446-825b-6dbf19ab032e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,5S,10R,11S,14R,15S,18S)-11-methyl-14-propan-2-yl-6-oxa-16-azahexacyclo[14.4.1.01,5.05,10.010,15.011,18]henicosan-7-one
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45CCCC46C2(C1N(C3)C5)CCC(=O)O6)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@]45CCC[C@@]46[C@]2([C@H]1N(C3)C5)CCC(=O)O6)C
• InChI: InChI=1S/C23H35NO2/c1-15(2)17-6-10-20(3)16-5-11-21-8-4-9-23(21)22(20,12-7-18(25)26-23)19(17)24(13-16)14-21/h15-17,19H,4-14H2,1-3H3/t16-,17-,19+,20+,21+,22+,23+/m1/s1
• InChI Key: YEDQIWUNYSHHCM-CAKXQGDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₂
• Molecular Weight: 357.50 g/mol
• Exact Mass: 357.266779359 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9241	92.41%
Caco-2	+	0.7897	78.97%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5886	58.86%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6686	66.86%
P-glycoprotein inhibitior	-	0.7219	72.19%
P-glycoprotein substrate	-	0.6959	69.59%
CYP3A4 substrate	+	0.6605	66.05%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.3459	34.59%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.9100	91.00%
CYP2C19 inhibition	-	0.7930	79.30%
CYP2D6 inhibition	-	0.8075	80.75%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	-	0.7238	72.38%
CYP inhibitory promiscuity	-	0.9838	98.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5787	57.87%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8549	85.49%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.8484	84.84%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6570	65.70%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.7249	72.49%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5839	58.39%
Acute Oral Toxicity (c)	III	0.7244	72.44%
Estrogen receptor binding	+	0.8768	87.68%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	+	0.7779	77.79%
Aromatase binding	+	0.7855	78.55%
PPAR gamma	+	0.5420	54.20%
Honey bee toxicity	-	0.8626	86.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.3966	39.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.25%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.18%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.84%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	90.05%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.66%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.05%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.10%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.94%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.98%	94.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.58%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.90%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.27%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.14%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.53%	98.33%

Plants that contains it

• Daphniphyllum pentandrum

Cross-Links

• PubChem: 101586923
• LOTUS: LTS0151741
• wikiData: Q104400857