Fetidine

Details

• Internal ID: fc5ea248-c427-490a-b8b1-992be00a47c6
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-9-[6-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,3-dimethoxyphenoxy]-2,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC5=C(C=CC(=C5OC)OC)CC6C7=CC(=C(C=C7CCN6C)OC)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)OC5=C(C=CC(=C5OC)OC)C[C@H]6C7=CC(=C(C=C7CCN6C)OC)OC)O)OC
• InChI: InChI=1S/C40H46N2O8/c1-41-13-11-22-17-31(45-4)32(46-5)20-26(22)28(41)15-24-9-10-30(44-3)40(49-8)39(24)50-34-19-25-16-29-36-23(12-14-42(29)2)18-35(48-7)38(43)37(36)27(25)21-33(34)47-6/h9-10,17-21,28-29,43H,11-16H2,1-8H3/t28-,29-/m0/s1
• InChI Key: IBHSRCBKJMEBQB-VMPREFPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆N₂O₈
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.32541643 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.76
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• 7072-86-8
• C09441
• (6aS)-9-[6-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,3-dimethoxyphenoxy]-2,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
• AC1L9CGQ
• SureCN2989372
• CHEBI:5049
• SCHEMBL2989372
• DTXSID10331776
• Q27106629
• (6aS)-9-[6-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,3-dimethoxy-phenoxy]-2,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8904	89.04%
Caco-2	-	0.7005	70.05%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6280	62.80%
OATP2B1 inhibitior	-	0.5681	56.81%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9943	99.43%
P-glycoprotein inhibitior	+	0.9170	91.70%
P-glycoprotein substrate	-	0.6768	67.68%
CYP3A4 substrate	+	0.7123	71.23%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.9701	97.01%
CYP2C19 inhibition	-	0.9648	96.48%
CYP2D6 inhibition	-	0.8366	83.66%
CYP1A2 inhibition	-	0.9026	90.26%
CYP2C8 inhibition	+	0.7477	74.77%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6697	66.97%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8627	86.27%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8199	81.99%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8159	81.59%
Acute Oral Toxicity (c)	III	0.8054	80.54%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.7429	74.29%
Thyroid receptor binding	+	0.6182	61.82%
Glucocorticoid receptor binding	+	0.8407	84.07%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.7245	72.45%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.7939	79.39%

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	99.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	96.83%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.77%	85.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.79%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	95.67%	91.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.27%	89.62%
CHEMBL1951	P21397	Monoamine oxidase A	92.87%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.81%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.31%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.05%	95.17%
CHEMBL4208	P20618	Proteasome component C5	90.18%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.11%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.71%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.65%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.38%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	86.22%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.17%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.95%	93.99%
CHEMBL5747	Q92793	CREB-binding protein	85.82%	95.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.61%	99.17%
CHEMBL261	P00915	Carbonic anhydrase I	82.60%	96.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.76%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.54%	95.78%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.39%	92.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.03%	91.03%

Plants that contains it

• Annona squamosa
• Cannabis sativa
• Reynoutria multiflora
• Solanum aculeatissimum
• Thalictrum foetidum

Cross-Links

• PubChem: 442233
• NPASS: NPC240343
• LOTUS: LTS0075387
• wikiData: Q27106629