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Miserotoxin

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 6f47234f-bfd5-4e0b-b2c3-3551d9c107a0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(3-nitropropoxy)oxane-3,4,5-triol
SMILES (Canonical) C(C[N+](=O)[O-])COC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) C(C[N+](=O)[O-])CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI InChI=1S/C9H17NO8/c11-4-5-6(12)7(13)8(14)9(18-5)17-3-1-2-10(15)16/h5-9,11-14H,1-4H2/t5-,6-,7+,8-,9-/m1/s1
InChI Key JDJSHLXEHWCLEP-SYHAXYEDSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C9H17NO8
Molecular Weight 267.23 g/mol
Exact Mass 267.09541650 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.53
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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24502-76-9
3-Nitro-1-propyl-beta-D-glucoside
3-Nitropropyl-beta-D-glucopyranoside
3-Nitropropyl beta-D-glucopyranoside
0J55BW984L
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(3-nitropropoxy)oxane-3,4,5-triol
beta-D-Glucopyranoside, 3-nitropropyl-
Glucopyranoside, 3-nitropropyl-, beta-D-
3-Nitropropyl hexopyranoside
UNII-0J55BW984L
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Miserotoxin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8701 87.01%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6199 61.99%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.9187 91.87%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9687 96.87%
P-glycoprotein inhibitior - 0.9389 93.89%
P-glycoprotein substrate - 0.9723 97.23%
CYP3A4 substrate + 0.5522 55.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8577 85.77%
CYP3A4 inhibition - 0.9788 97.88%
CYP2C9 inhibition - 0.7741 77.41%
CYP2C19 inhibition - 0.8041 80.41%
CYP2D6 inhibition - 0.8706 87.06%
CYP1A2 inhibition - 0.7446 74.46%
CYP2C8 inhibition - 0.8895 88.95%
CYP inhibitory promiscuity - 0.9473 94.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.5710 57.10%
Eye corrosion - 0.9737 97.37%
Eye irritation - 0.9893 98.93%
Skin irritation - 0.7248 72.48%
Skin corrosion - 0.9131 91.31%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5687 56.87%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8447 84.47%
Respiratory toxicity - 0.8000 80.00%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5752 57.52%
Acute Oral Toxicity (c) III 0.5169 51.69%
Estrogen receptor binding - 0.7555 75.55%
Androgen receptor binding - 0.7306 73.06%
Thyroid receptor binding - 0.6556 65.56%
Glucocorticoid receptor binding - 0.7222 72.22%
Aromatase binding - 0.6869 68.69%
PPAR gamma - 0.6697 66.97%
Honey bee toxicity - 0.7918 79.18%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.8600 86.00%
Fish aquatic toxicity - 0.9544 95.44%

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 91.95% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.88% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.54% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.01% 99.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.80% 92.88%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.92% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 84.00% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.13% 96.21%
CHEMBL2581 P07339 Cathepsin D 80.49% 98.95%

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.
Astragalus canadensis
Astragalus flexuosus
Astragalus miser
Erophaca baetica subsp. baetica

Cross-Links

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PubChem 107795
LOTUS LTS0040052
wikiData Q27107373