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Spiranine

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 f65066a0-51b4-489e-b873-a855d07752af
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,4R,5R,8R,9S,19R)-4-butan-2-yl-4,5,9-trihydroxy-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione
SMILES (Canonical) CCC(C)C1(C(C(=O)OC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C(C)C)O)C)O)O
SMILES (Isomeric) CCC(C)[C@]1([C@H](C(=O)O[C@@H]([C@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C(C)C)O)C)O)O
InChI InChI=1S/C23H35NO9/c1-6-13(4)23(30)18(25)19(26)32-14(5)22(29,12(2)3)20(27)31-11-15-7-9-24-10-8-16(17(15)24)33-21(23)28/h7,12-14,16-18,25,29-30H,6,8-11H2,1-5H3/t13?,14-,16-,17-,18+,22+,23-/m1/s1
InChI Key LYCHAEUHBIADIF-CRUIESPDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H35NO9
Molecular Weight 469.50 g/mol
Exact Mass 469.23118169 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 0.80

Synonyms

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4758ROY4TY
77156-23-1
(1R,4R,5R,8R,9S,19R)-4-butan-2-yl-4,5,9-trihydroxy-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione
UNII-4758ROY4TY
Q27259009
25-NORPARSONSINE, 24-ETHYL-16-HYDROXY-, (12.XI.,13.XI.,17.XI.)-
7H-(1,5,10)TRIOXACYCLOTETRADECINO(7,8,9-GH)PYRROLIZINE-2,5,9(8H)-TRIONE, 3,4,11,13,15,16,16A,16B-OCTAHYDRO-3,4,8-TRIHYDROXY-7-METHYL-8-(1-METHYLETHYL)-3-(1-METHYLPROPYL)-, (16AR,16BR)-
7H-(1,5,10)TRIOXACYCLOTETRADECINO(7,8,9-GH)PYRROLIZINE-2,5,9(8H)-TRIONE, 3,4,11,13,15,16,16A,16B-OCTAHYDRO-3,4,8-TRIHYDROXY-7-METHYL-8-(1-METHYLETHYL)-3-(1-METHYLPROPYL)-, (16AR,16BR)-(PARTIAL)-
7H-(1,5,10)Trioxacyclotetradecino(7,8,9-gh)pyrrolizine-2,5,9(8H)-trione,3,4,11,13,15,16,16a,16b-octahydro-3,4,8-trihydroxy-7-methyl-8-(1-methylethyl)-3-(1-methylpropyl)-, (16aR,16bR)-

2D Structure

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2D Structure of Spiranine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.67% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.20% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.37% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.72% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.23% 95.56%
CHEMBL4588 P22894 Matrix metalloproteinase 8 87.44% 94.66%
CHEMBL4072 P07858 Cathepsin B 84.95% 93.67%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.64% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.48% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.42% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.95% 90.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.50% 96.77%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.43% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.42% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.13% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.23% 96.47%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.73% 90.24%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.66% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.07% 93.04%

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.
Parsonsia alboflavescens

Cross-Links

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PubChem 14845643
LOTUS LTS0079308
wikiData Q27259009