PlantaeDB Logo
Login Sign-up

1'-(3-Hydroperoxy-3-methylbut-1-enyl)-3,4-dihydroxy-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodecane-5,3'-indole]-2,2',8-trione

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

Top
Internal ID f6a20ba5-4985-4b58-bbca-218483b70e45
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 1'-(3-hydroperoxy-3-methylbut-1-enyl)-3,4-dihydroxy-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodecane-5,3'-indole]-2,2',8-trione
SMILES (Canonical) CC(=CC1C2(C(C3(N1C(=O)C4CCCN4C3=O)O)O)C5=C(C=C(C=C5)OC)N(C2=O)C=CC(C)(C)OO)C
SMILES (Isomeric) CC(=CC1C2(C(C3(N1C(=O)C4CCCN4C3=O)O)O)C5=C(C=C(C=C5)OC)N(C2=O)C=CC(C)(C)OO)C
InChI InChI=1S/C27H33N3O8/c1-15(2)13-20-26(22(32)27(35)24(34)28-11-6-7-18(28)21(31)30(20)27)17-9-8-16(37-5)14-19(17)29(23(26)33)12-10-25(3,4)38-36/h8-10,12-14,18,20,22,32,35-36H,6-7,11H2,1-5H3
InChI Key JJLSZLCTSPLZGO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H33N3O8
Molecular Weight 527.60 g/mol
Exact Mass 527.22676502 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1'-(3-Hydroperoxy-3-methylbut-1-enyl)-3,4-dihydroxy-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodecane-5,3'-indole]-2,2',8-trione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6770 67.70%
Caco-2 - 0.6602 66.02%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7872 78.72%
OATP2B1 inhibitior - 0.5729 57.29%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9369 93.69%
P-glycoprotein inhibitior + 0.6952 69.52%
P-glycoprotein substrate + 0.6376 63.76%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7911 79.11%
CYP3A4 inhibition - 0.8453 84.53%
CYP2C9 inhibition - 0.7611 76.11%
CYP2C19 inhibition - 0.7778 77.78%
CYP2D6 inhibition - 0.8580 85.80%
CYP1A2 inhibition - 0.7328 73.28%
CYP2C8 inhibition + 0.5401 54.01%
CYP inhibitory promiscuity - 0.7486 74.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5440 54.40%
Eye corrosion - 0.9830 98.30%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.7566 75.66%
Skin corrosion - 0.9260 92.60%
Ames mutagenesis - 0.5724 57.24%
Human Ether-a-go-go-Related Gene inhibition - 0.5282 52.82%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5529 55.29%
skin sensitisation - 0.8517 85.17%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5422 54.22%
Acute Oral Toxicity (c) III 0.6449 64.49%
Estrogen receptor binding + 0.7005 70.05%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding + 0.5643 56.43%
Glucocorticoid receptor binding + 0.6157 61.57%
Aromatase binding + 0.6598 65.98%
PPAR gamma + 0.6269 62.69%
Honey bee toxicity - 0.7261 72.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9508 95.08%

Targets

Top

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 98.64% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.78% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.75% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 95.88% 91.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.59% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.24% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.66% 85.14%
CHEMBL4208 P20618 Proteasome component C5 92.31% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.06% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.42% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.09% 92.94%
CHEMBL1871 P10275 Androgen Receptor 88.54% 96.43%
CHEMBL340 P08684 Cytochrome P450 3A4 85.85% 91.19%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.27% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.20% 89.00%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 84.56% 91.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.48% 97.36%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.24% 97.14%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 84.11% 92.86%
CHEMBL240 Q12809 HERG 84.01% 89.76%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.37% 82.38%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.02% 99.18%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.48% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.53% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.51% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.05% 97.09%

Plants that contains it

Top
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

Top
PubChem 163040855
LOTUS LTS0037719
wikiData Q104169603