Lycoposerramine-G

Details

• Internal ID: 731c4029-bc7a-4dbe-9473-0ae3b3129dc5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,10R,13S,15R)-2,10-dihydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one
• SMILES (Canonical): CC1CC2CC(=O)C3(CCCN4C3(C1)C2(CCC4)O)O
• SMILES (Isomeric): C[C@@H]1C[C@H]2CC(=O)[C@]3(CCCN4[C@]3(C1)[C@@]2(CCC4)O)O
• InChI: InChI=1S/C16H25NO3/c1-11-8-12-9-13(18)15(20)5-3-7-17-6-2-4-14(12,19)16(15,17)10-11/h11-12,19-20H,2-10H2,1H3/t11-,12+,14+,15+,16-/m1/s1
• InChI Key: ZIFWVZIDXAANJA-ZLTXHLNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₃
• Molecular Weight: 279.37 g/mol
• Exact Mass: 279.18344366 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.10
• 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	+	0.8783	87.83%
Caco-2	+	0.6881	68.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5172	51.72%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6655	66.55%
P-glycoprotein inhibitior	-	0.9486	94.86%
P-glycoprotein substrate	-	0.6671	66.71%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4115	41.15%
CYP3A4 inhibition	-	0.9308	93.08%
CYP2C9 inhibition	-	0.8361	83.61%
CYP2C19 inhibition	-	0.8503	85.03%
CYP2D6 inhibition	-	0.8537	85.37%
CYP1A2 inhibition	-	0.8905	89.05%
CYP2C8 inhibition	-	0.9321	93.21%
CYP inhibitory promiscuity	-	0.9853	98.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8266	82.66%
Skin irritation	-	0.7058	70.58%
Skin corrosion	-	0.8837	88.37%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6341	63.41%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5695	56.95%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6089	60.89%
Estrogen receptor binding	+	0.6117	61.17%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	+	0.6672	66.72%
Aromatase binding	+	0.6854	68.54%
PPAR gamma	-	0.6503	65.03%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.8930	89.30%

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	96.08%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.58%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	90.66%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.51%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.44%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.43%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.49%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.97%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.34%	93.04%

Plants that contains it

• Huperzia serrata
• Lycopodium japonicum

Cross-Links

• PubChem: 10956867
• NPASS: NPC147364
• LOTUS: LTS0093790
• wikiData: Q105376314