Isocorynoxeine

Details

• Internal ID: 8cb486b5-7cf0-4181-9dde-08a30217484f
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: methyl (E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
• SMILES (Canonical): COC=C(C1CC2C3(CCN2CC1C=C)C4=CC=CC=C4NC3=O)C(=O)OC
• SMILES (Isomeric): CO/C=C(\[C@H]1C[C@H]2[C@]3(CCN2C[C@@H]1C=C)C4=CC=CC=C4NC3=O)/C(=O)OC
• InChI: InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1
• InChI Key: MUVGVMUWMAGNSY-VKCGGMIFSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.18925731 g/mol
• Topological Polar Surface Area (TPSA): 67.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 51014-29-0
• 7-Isocorynoxeine
• UNII-J18B596D11
• J18B596D11
• methyl (E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
• CHEMBL481359
• DTXSID701317164
• HY-N0775
• BDBM50531269
• MFCD20527292
• s9239
• CCG-268432
• CS-3806
• AC-34915
• MS-26272
• A14658
• Q27281021
• CORYNOXAN-16-CARBOXYLIC ACID, 16,17,18,19-TETRADEHYDRO-17-METHOXY-2-OXO-, METHYL ESTER, (16E,20.ALPHA.)-
• CORYNOXAN-16-CARBOXYLIC ACID, 16,17,18,19-TETRADEHYDRO-17-METHOXY-2-OXO-, METHYL ESTER, (16E,20alpha)-
• SPIRO(3H-INDOLE-3,1'(5'H)-INDOLIZINE)-7'-ACETIC ACID, 6'-ETHENYL-1,2,2',3',6',7',8',8'A-OCTAHYDRO-.ALPHA.-(METHOXYMETHYLENE)-2-OXO-, METHYL ESTER, (.ALPHA.E,1'S,6'R,7'S,8'AS)-
• SPIRO(3H-INDOLE-3,1'(5'H)-INDOLIZINE)-7'-ACETIC ACID, 6'-ETHENYL-1,2,2',3',6',7',8',8'A-OCTAHYDRO-alpha-(METHOXYMETHYLENE)-2-OXO-, METHYL ESTER, (alphaE,1'S,6'R,7'S,8'AS)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9399	93.99%
Caco-2	+	0.5159	51.59%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7885	78.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8079	80.79%
P-glycoprotein inhibitior	+	0.7087	70.87%
P-glycoprotein substrate	+	0.6130	61.30%
CYP3A4 substrate	+	0.6875	68.75%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.7339	73.39%
CYP3A4 inhibition	-	0.5923	59.23%
CYP2C9 inhibition	-	0.7164	71.64%
CYP2C19 inhibition	-	0.7740	77.40%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.6103	61.03%
CYP2C8 inhibition	-	0.6274	62.74%
CYP inhibitory promiscuity	-	0.8298	82.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5930	59.30%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9910	99.10%
Skin irritation	-	0.7788	77.88%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.7144	71.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.8160	81.60%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5459	54.59%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.8167	81.67%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	+	0.6900	69.00%
Androgen receptor binding	+	0.6838	68.38%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	-	0.4918	49.18%
Aromatase binding	-	0.5887	58.87%
PPAR gamma	+	0.5846	58.46%
Honey bee toxicity	-	0.7832	78.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.05%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.82%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.03%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.80%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.57%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.33%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.26%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	84.11%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.78%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.75%	82.69%
CHEMBL5028	O14672	ADAM10	81.65%	97.50%

Plants that contains it

• Capsicum annuum
• Mitragyna inermis
• Mitragyna parvifolia
• Mitragyna rotundifolia
• Rumex chalepensis
• Uncaria borneensis
• Uncaria macrophylla
• Uncaria rhynchophylla
• Uncaria sinensis
• Uncaria tomentosa

Cross-Links

• PubChem: 3037448
• NPASS: NPC243673
• ChEMBL: CHEMBL481359
• LOTUS: LTS0215971
• wikiData: Q27281021