(1R,2R,4S,10R,11S,13S,15R)-11-hydroxy-15-methyl-6-azapentacyclo[8.6.0.01,6.02,13.04,10]hexadecan-8-one

Details

• Internal ID: 7267ef8d-3765-477f-a709-d2ff2df68594
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2R,4S,10R,11S,13S,15R)-11-hydroxy-15-methyl-6-azapentacyclo[8.6.0.01,6.02,13.04,10]hexadecan-8-one
• SMILES (Canonical): CC1CC2CC(C34CC(=O)CN5C3(C1)C2CC4C5)O
• SMILES (Isomeric): C[C@@H]1C[C@H]2C[C@@H]([C@@]34CC(=O)CN5[C@]3(C1)[C@@H]2C[C@@H]4C5)O
• InChI: InChI=1S/C16H23NO2/c1-9-2-10-3-14(19)15-6-12(18)8-17-7-11(15)4-13(10)16(15,17)5-9/h9-11,13-14,19H,2-8H2,1H3/t9-,10+,11-,13-,14+,15+,16-/m1/s1
• InChI Key: BSLAINGGTFFBQR-IQFMALQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₃NO₂
• Molecular Weight: 261.36 g/mol
• Exact Mass: 261.172878976 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.7765	77.65%
Blood Brain Barrier	+	0.8379	83.79%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6339	63.39%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9559	95.59%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8477	84.77%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.6246	62.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4417	44.17%
CYP3A4 inhibition	-	0.7699	76.99%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8586	85.86%
CYP2D6 inhibition	-	0.7060	70.60%
CYP1A2 inhibition	-	0.9211	92.11%
CYP2C8 inhibition	-	0.9442	94.42%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5743	57.43%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.7608	76.08%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.8203	82.03%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5614	56.14%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5624	56.24%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.7056	70.56%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	+	0.5587	55.87%
Androgen receptor binding	+	0.6979	69.79%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	-	0.5561	55.61%
Aromatase binding	+	0.5407	54.07%
PPAR gamma	-	0.5439	54.39%
Honey bee toxicity	-	0.6929	69.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.8287	82.87%

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	93.30%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.79%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.09%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.58%	94.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.14%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.00%	91.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.18%	94.66%

Plants that contains it

• Lycopodiella inundata

Cross-Links

• PubChem: 163088836
• LOTUS: LTS0118630
• wikiData: Q104945287