(1R,2S,6R,10R,13S,15S)-2,10-dihydroxy-15-methyl-6-oxido-6-azoniatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one

Details

• Internal ID: fcb1c188-1a76-4185-b499-f39f82b0f8ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,6R,10R,13S,15S)-2,10-dihydroxy-15-methyl-6-oxido-6-azoniatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one
• SMILES (Canonical): CC1CC2CC(=O)C3(CCC[N+]4(C3(C1)C2(CCC4)O)[O-])O
• SMILES (Isomeric): C[C@H]1C[C@H]2CC(=O)[C@]3(CCC[N@+]4([C@]3(C1)[C@@]2(CCC4)O)[O-])O
• InChI: InChI=1S/C16H25NO4/c1-11-8-12-9-13(18)15(20)5-3-7-17(21)6-2-4-14(12,19)16(15,17)10-11/h11-12,19-20H,2-10H2,1H3/t11-,12-,14-,15-,16+,17+/m0/s1
• InChI Key: WMUIASLWVLLWKH-RUMMTXRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₄
• Molecular Weight: 295.37 g/mol
• Exact Mass: 295.17835828 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7997	79.97%
Caco-2	+	0.5516	55.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4879	48.79%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8631	86.31%
P-glycoprotein inhibitior	-	0.9236	92.36%
P-glycoprotein substrate	-	0.6976	69.76%
CYP3A4 substrate	+	0.5508	55.08%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8324	83.24%
CYP2C9 inhibition	-	0.8475	84.75%
CYP2C19 inhibition	-	0.8181	81.81%
CYP2D6 inhibition	-	0.8713	87.13%
CYP1A2 inhibition	-	0.8522	85.22%
CYP2C8 inhibition	-	0.9039	90.39%
CYP inhibitory promiscuity	-	0.9882	98.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.4714	47.14%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.5902	59.02%
Skin irritation	-	0.7494	74.94%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6352	63.52%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6091	60.91%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5122	51.22%
Acute Oral Toxicity (c)	III	0.6077	60.77%
Estrogen receptor binding	+	0.6517	65.17%
Androgen receptor binding	+	0.7770	77.70%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	+	0.6105	61.05%
Aromatase binding	+	0.6588	65.88%
PPAR gamma	-	0.6797	67.97%
Honey bee toxicity	-	0.8981	89.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.7576	75.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.33%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.65%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.35%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	83.98%	97.05%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 163187066
• LOTUS: LTS0216051
• wikiData: Q105308853