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Isoreserpiline pseudoindoxyl

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID a7719d2c-eb6d-4ea9-93da-61de717490e7
Taxonomy Organoheterocyclic compounds > Indolizidines
IUPAC Name methyl (1S,4aS,5aS,6S,10aS)-5',6'-dimethoxy-1-methyl-3'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,2'-1H-indole]-4-carboxylate
SMILES (Canonical) CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C(=O)C5=CC(=C(C=C5N4)OC)OC
SMILES (Isomeric) C[C@H]1[C@@H]2CN3CC[C@]4([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)C(=O)C5=CC(=C(C=C5N4)OC)OC
InChI InChI=1S/C23H28N2O6/c1-12-15-10-25-6-5-23(20(25)8-13(15)16(11-31-12)22(27)30-4)21(26)14-7-18(28-2)19(29-3)9-17(14)24-23/h7,9,11-13,15,20,24H,5-6,8,10H2,1-4H3/t12-,13-,15-,20-,23-/m0/s1
InChI Key BSQCYJALKUSFFD-GCIZAMGCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H28N2O6
Molecular Weight 428.50 g/mol
Exact Mass 428.19473662 g/mol
Topological Polar Surface Area (TPSA) 86.30 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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5802-11-9
DTXSID80348412
(2S,3S,15S,19S,20S)-isoreserpiline pseudoindoxyl
InChI=1/C23H28N2O6/c1-12-15-10-25-6-5-23(20(25)8-13(15)16(11-31-12)22(27)30-4)21(26)14-7-18(28-2)19(29-3)9-17(14)24-23/h7,9,11-13,15,20,24H,5-6,8,10H2,1-4H3/t12-,13-,15-,20-,23-/m0/s
methyl rel-(1'R,2R,4a'R,5a'R,10a'R)-5,6-dimethoxy-1'-methyl-3-oxo-1,3,5',5a',7',8',10',10a'-octahydro-1'H,4a'H-spiro[indole-2,6'-pyrano[3,4-f]indolizine]-4'-carboxylate
spiro[2H-indole-2,6'(10'H)-[1H]pyrano[3,4-f]indolizine]-4'-carboxylic acid, 1,3,4'a,5',5'a,7',8',10'a-octahydro-5,6-dimethoxy-1'-methyl-3-oxo-, methyl ester, (1'S,2S,4a'S,5a'S,10a'S)-

2D Structure

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2D Structure of Isoreserpiline pseudoindoxyl

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9571 95.71%
Caco-2 + 0.5802 58.02%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Lysosomes 0.4448 44.48%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8885 88.85%
OATP1B3 inhibitior + 0.8977 89.77%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5405 54.05%
P-glycoprotein inhibitior + 0.6740 67.40%
P-glycoprotein substrate + 0.7456 74.56%
CYP3A4 substrate + 0.7038 70.38%
CYP2C9 substrate + 0.5942 59.42%
CYP2D6 substrate - 0.7665 76.65%
CYP3A4 inhibition - 0.8427 84.27%
CYP2C9 inhibition - 0.7752 77.52%
CYP2C19 inhibition - 0.8679 86.79%
CYP2D6 inhibition - 0.7727 77.27%
CYP1A2 inhibition - 0.5874 58.74%
CYP2C8 inhibition + 0.4708 47.08%
CYP inhibitory promiscuity - 0.8684 86.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5046 50.46%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9714 97.14%
Skin irritation - 0.7550 75.50%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8552 85.52%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.5958 59.58%
skin sensitisation - 0.8457 84.57%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6194 61.94%
Acute Oral Toxicity (c) III 0.6261 62.61%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.7308 73.08%
Thyroid receptor binding + 0.5747 57.47%
Glucocorticoid receptor binding + 0.7345 73.45%
Aromatase binding - 0.5987 59.87%
PPAR gamma + 0.5574 55.74%
Honey bee toxicity - 0.8002 80.02%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9714 97.14%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.09% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.32% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.03% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.05% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.96% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.76% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.44% 90.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 89.59% 94.42%
CHEMBL340 P08684 Cytochrome P450 3A4 88.17% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.07% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.28% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.27% 94.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.82% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.24% 95.58%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.89% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.89% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.49% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.80% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.59% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.39% 93.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aspidosperma discolor

Cross-Links

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PubChem 637152
LOTUS LTS0117658
wikiData Q82123194