methyl (14E)-14-ethylidene-6-methoxy-2-methyl-19-[(3,4,5-trimethoxybenzoyl)oxymethyl]-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate

Details

• Internal ID: 84e699be-d449-4f9c-bd2d-fcebc3923a17
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (14E)-14-ethylidene-6-methoxy-2-methyl-19-[(3,4,5-trimethoxybenzoyl)oxymethyl]-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate
• SMILES (Canonical): CC=C1CN2C3CC1C(C45C3(N(C6=C4C=C(C=C6)OC)C)OC2C5)(COC(=O)C7=CC(=C(C(=C7)OC)OC)OC)C(=O)OC
• SMILES (Isomeric): C/C=C\1/CN2C3CC1C(C45C3(N(C6=C4C=C(C=C6)OC)C)OC2C5)(COC(=O)C7=CC(=C(C(=C7)OC)OC)OC)C(=O)OC
• InChI: InChI=1S/C33H38N2O9/c1-8-18-16-35-26-14-21(18)31(30(37)42-7,17-43-29(36)19-11-24(39-4)28(41-6)25(12-19)40-5)32-15-27(35)44-33(26,32)34(2)23-10-9-20(38-3)13-22(23)32/h8-13,21,26-27H,14-17H2,1-7H3/b18-8-
• InChI Key: JIGZBLWURVFVNC-LSCVHKIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈N₂O₉
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.25773079 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9366	93.66%
Caco-2	-	0.6974	69.74%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3887	38.87%
OATP2B1 inhibitior	-	0.7054	70.54%
OATP1B1 inhibitior	+	0.7981	79.81%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9956	99.56%
P-glycoprotein inhibitior	+	0.9190	91.90%
P-glycoprotein substrate	+	0.6534	65.34%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8083	80.83%
CYP3A4 inhibition	-	0.5136	51.36%
CYP2C9 inhibition	-	0.6846	68.46%
CYP2C19 inhibition	-	0.6358	63.58%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7689	76.89%
CYP2C8 inhibition	+	0.7986	79.86%
CYP inhibitory promiscuity	+	0.5449	54.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9226	92.26%
Skin irritation	-	0.7897	78.97%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7541	75.41%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8434	84.34%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.8150	81.50%
Androgen receptor binding	+	0.7867	78.67%
Thyroid receptor binding	+	0.6513	65.13%
Glucocorticoid receptor binding	+	0.8498	84.98%
Aromatase binding	+	0.6558	65.58%
PPAR gamma	+	0.6995	69.95%
Honey bee toxicity	-	0.7510	75.10%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5233	52.33%
Fish aquatic toxicity	+	0.9852	98.52%

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	99.23%	96.09%
CHEMBL4208	P20618	Proteasome component C5	94.46%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.19%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.48%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.48%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.29%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.52%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.89%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.76%	94.00%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.70%	87.16%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.29%	96.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.39%	91.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.09%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.81%	91.07%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.37%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.34%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.25%	91.19%
CHEMBL5028	O14672	ADAM10	80.55%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.37%	93.00%

Plants that contains it

• Alstonia macrophylla

Cross-Links

• PubChem: 56683877
• LOTUS: LTS0007953
• wikiData: Q105129042