methyl (1R,9S,11S,14E,15S,17S,19R)-14-ethylidene-5,6-dimethoxy-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-3,5,7-triene-19-carboxylate

Details

• Internal ID: 0736e183-9f65-429b-94f7-d027c6a45847
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (1R,9S,11S,14E,15S,17S,19R)-14-ethylidene-5,6-dimethoxy-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-3,5,7-triene-19-carboxylate
• SMILES (Canonical): CC=C1CN2C3CC1C(C45C3(N(C6=CC(=C(C=C64)OC)OC)C)OC2C5)(COC(=O)C7=CC(=C(C(=C7)OC)OC)OC)C(=O)OC
• SMILES (Isomeric): C/C=C\1/CN2[C@H]3C[C@@H]1[C@@]([C@@]45[C@@]3(N(C6=CC(=C(C=C64)OC)OC)C)O[C@H]2C5)(COC(=O)C7=CC(=C(C(=C7)OC)OC)OC)C(=O)OC
• InChI: InChI=1S/C34H40N2O10/c1-9-18-16-36-27-13-20(18)32(31(38)44-8,17-45-30(37)19-10-25(41-5)29(43-7)26(11-19)42-6)33-15-28(36)46-34(27,33)35(2)22-14-24(40-4)23(39-3)12-21(22)33/h9-12,14,20,27-28H,13,15-17H2,1-8H3/b18-9-/t20-,27-,28-,32-,33-,34-/m0/s1
• InChI Key: XMPQOOTZKXFCNH-UOIVLMPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀N₂O₁₀
• Molecular Weight: 636.70 g/mol
• Exact Mass: 636.26829548 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9302	93.02%
Caco-2	-	0.7156	71.56%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4941	49.41%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.7899	78.99%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9944	99.44%
P-glycoprotein inhibitior	+	0.9092	90.92%
P-glycoprotein substrate	+	0.6671	66.71%
CYP3A4 substrate	+	0.7020	70.20%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8083	80.83%
CYP3A4 inhibition	-	0.6131	61.31%
CYP2C9 inhibition	-	0.7386	73.86%
CYP2C19 inhibition	-	0.6254	62.54%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.7789	77.89%
CYP2C8 inhibition	+	0.7773	77.73%
CYP inhibitory promiscuity	-	0.5105	51.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5005	50.05%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7290	72.90%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8156	81.56%
Acute Oral Toxicity (c)	III	0.6881	68.81%
Estrogen receptor binding	+	0.8299	82.99%
Androgen receptor binding	+	0.7785	77.85%
Thyroid receptor binding	+	0.6321	63.21%
Glucocorticoid receptor binding	+	0.8452	84.52%
Aromatase binding	+	0.6514	65.14%
PPAR gamma	+	0.6974	69.74%
Honey bee toxicity	-	0.7381	73.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5267	52.67%
Fish aquatic toxicity	+	0.9841	98.41%

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	99.04%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.33%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.75%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.47%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.09%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.65%	96.00%
CHEMBL261	P00915	Carbonic anhydrase I	86.61%	96.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.55%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.35%	91.11%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.88%	96.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL5028	O14672	ADAM10	83.39%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.35%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.21%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.13%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.80%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	82.60%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.15%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.40%	83.82%

Plants that contains it

• Alstonia lanceolata
• Alstonia lanceolifera
• Alstonia lenormandii
• Alstonia macrophylla

Cross-Links

• PubChem: 162879164
• LOTUS: LTS0116350
• wikiData: Q105331342