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2-[(5S,11aR)-3-[(2S)-butan-2-yl]-11a-[(2R)-butan-2-yl]-2,4-dihydroxy-5-oxido-1-oxopyrazino[1,2-b][1,4,2]benzodioxazin-5-ium-9-yl]-3,6-dihydroxy-5-(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

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 f3eec992-4ae2-41cb-b370-469ac3e14da6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 2-[(5S,11aR)-3-[(2S)-butan-2-yl]-11a-[(2R)-butan-2-yl]-2,4-dihydroxy-5-oxido-1-oxopyrazino[1,2-b][1,4,2]benzodioxazin-5-ium-9-yl]-3,6-dihydroxy-5-(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H30N2O11/c1-5-14(3)23-28(38)32(41)30(15(4)6-2,29(39)31(23)40)42-20-13-17(9-12-19(20)43-32)22-26(36)24(34)21(25(35)27(22)37)16-7-10-18(33)11-8-16/h7-15,33-34,37-38,40H,5-6H2,1-4H3/t14-,15+,30+,32-/m0/s1
InChI Key HEXAABFDZKPMQT-GBNMDLEBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H30N2O11
Molecular Weight 594.60 g/mol
Exact Mass 594.18495978 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(5S,11aR)-3-[(2S)-butan-2-yl]-11a-[(2R)-butan-2-yl]-2,4-dihydroxy-5-oxido-1-oxopyrazino[1,2-b][1,4,2]benzodioxazin-5-ium-9-yl]-3,6-dihydroxy-5-(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6798 67.98%
Caco-2 - 0.8472 84.72%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4750 47.50%
OATP2B1 inhibitior + 0.5699 56.99%
OATP1B1 inhibitior + 0.8219 82.19%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9818 98.18%
BSEP inhibitior + 0.9464 94.64%
P-glycoprotein inhibitior + 0.7558 75.58%
P-glycoprotein substrate - 0.5875 58.75%
CYP3A4 substrate + 0.6175 61.75%
CYP2C9 substrate - 0.5834 58.34%
CYP2D6 substrate - 0.8842 88.42%
CYP3A4 inhibition + 0.5964 59.64%
CYP2C9 inhibition - 0.5499 54.99%
CYP2C19 inhibition - 0.5578 55.78%
CYP2D6 inhibition - 0.8648 86.48%
CYP1A2 inhibition - 0.6357 63.57%
CYP2C8 inhibition + 0.8021 80.21%
CYP inhibitory promiscuity + 0.6468 64.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.4658 46.58%
Eye corrosion - 0.9788 97.88%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.7710 77.10%
Skin corrosion - 0.9186 91.86%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7580 75.80%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5184 51.84%
skin sensitisation - 0.8356 83.56%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6286 62.86%
Acute Oral Toxicity (c) III 0.5918 59.18%
Estrogen receptor binding + 0.8287 82.87%
Androgen receptor binding + 0.8162 81.62%
Thyroid receptor binding + 0.6360 63.60%
Glucocorticoid receptor binding + 0.7928 79.28%
Aromatase binding + 0.7104 71.04%
PPAR gamma + 0.7314 73.14%
Honey bee toxicity - 0.8626 86.26%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9728 97.28%

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
CHEMBL2581 P07339 Cathepsin D 99.36% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.78% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.61% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.21% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.81% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.88% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.61% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.89% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.97% 94.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.72% 93.10%
CHEMBL4208 P20618 Proteasome component C5 84.52% 90.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.33% 96.77%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 84.14% 92.29%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.00% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.60% 90.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.18% 83.57%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.30% 95.53%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.25% 93.99%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.26% 93.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.06% 95.71%

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.
There are no matching plants.

Cross-Links

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PubChem 90671613
LOTUS LTS0026963
wikiData Q77368380