(7S,10S,16R,17S)-4,5,16,17-tetramethoxy-11-methyl-11-azatetracyclo[8.7.1.02,7.014,18]octadeca-1(18),2,4,14-tetraen-3-ol

Details

• Internal ID: 0f2310f4-9b6c-4b36-9a6d-bcdcee8b0796
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (7S,10S,16R,17S)-4,5,16,17-tetramethoxy-11-methyl-11-azatetracyclo[8.7.1.02,7.014,18]octadeca-1(18),2,4,14-tetraen-3-ol
• SMILES (Canonical): CN1CCC2=CC(C(C3=C2C1CCC4C3=C(C(=C(C4)OC)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=C[C@H]([C@H](C3=C2[C@@H]1CC[C@@H]4C3=C(C(=C(C4)OC)OC)O)OC)OC
• InChI: InChI=1S/C22H31NO5/c1-23-9-8-13-11-15(25-2)21(27-4)19-17(13)14(23)7-6-12-10-16(26-3)22(28-5)20(24)18(12)19/h11-12,14-15,21,24H,6-10H2,1-5H3/t12-,14-,15+,21+/m0/s1
• InChI Key: LHDMAYOUGWKLGP-HWXRSXNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₅
• Molecular Weight: 389.50 g/mol
• Exact Mass: 389.22022309 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9077	90.77%
Caco-2	+	0.8607	86.07%
Blood Brain Barrier	+	0.7820	78.20%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4661	46.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6159	61.59%
P-glycoprotein inhibitior	-	0.6240	62.40%
P-glycoprotein substrate	+	0.5174	51.74%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	+	0.3660	36.60%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.9307	93.07%
CYP2D6 inhibition	-	0.6936	69.36%
CYP1A2 inhibition	-	0.7504	75.04%
CYP2C8 inhibition	-	0.7367	73.67%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6055	60.55%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.7252	72.52%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5636	56.36%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7301	73.01%
Acute Oral Toxicity (c)	III	0.6907	69.07%
Estrogen receptor binding	+	0.5825	58.25%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	+	0.6299	62.99%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	-	0.5558	55.58%
PPAR gamma	+	0.6612	66.12%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.6484	64.84%

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	96.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.98%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.75%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	87.52%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.43%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	84.76%	91.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	83.08%	95.62%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.42%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.35%	95.89%

Plants that contains it

• Colchicum szovitsii

Cross-Links

• PubChem: 162978893
• LOTUS: LTS0254343
• wikiData: Q105151698