PlantaeDB Logo
Login Sign-up

(2S)-4',9',10-trihydroxy-N-(2-hydroxy-5-oxocyclopenten-1-yl)-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[][1]benzouran]-7-carboxamide

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 22b03de5-9de9-4f96-858b-def8e6cfd69b
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
IUPAC Name (2S)-5',8',10-trihydroxy-N-(2-hydroxy-5-oxocyclopenten-1-yl)-7'-methoxy-4',9,9'-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H21NO13/c1-41-16-8-15(34)19-20(23(16)36)25(38)27-12(22(19)35)9-30(44-27)5-4-10-6-11-7-17(28(39)31-21-13(32)2-3-14(21)33)42-29(40)18(11)24(37)26(10)43-30/h6-8,32,34,36-37H,2-5,9H2,1H3,(H,31,39)/t30-/m0/s1
InChI Key LBCHZWBDBFDLQH-PMERELPUSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H21NO13
Molecular Weight 603.50 g/mol
Exact Mass 603.10128972 g/mol
Topological Polar Surface Area (TPSA) 215.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

Top
CHEBI:199010
(2S)-4',9',10-trihydroxy-N-(2-hydroxy-5-oxocyclopenten-1-yl)-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[][1]benzouran]-7-carboxamide

2D Structure

Top
2D Structure of (2S)-4',9',10-trihydroxy-N-(2-hydroxy-5-oxocyclopenten-1-yl)-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[][1]benzouran]-7-carboxamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7770 77.70%
Caco-2 - 0.8444 84.44%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7548 75.48%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.9472 94.72%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8643 86.43%
BSEP inhibitior - 0.5789 57.89%
P-glycoprotein inhibitior + 0.7271 72.71%
P-glycoprotein substrate + 0.6656 66.56%
CYP3A4 substrate + 0.6974 69.74%
CYP2C9 substrate + 0.6317 63.17%
CYP2D6 substrate - 0.8557 85.57%
CYP3A4 inhibition - 0.9173 91.73%
CYP2C9 inhibition - 0.6513 65.13%
CYP2C19 inhibition - 0.6507 65.07%
CYP2D6 inhibition - 0.8596 85.96%
CYP1A2 inhibition - 0.7319 73.19%
CYP2C8 inhibition + 0.6619 66.19%
CYP inhibitory promiscuity - 0.7841 78.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.5209 52.09%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.7722 77.22%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6519 65.19%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5451 54.51%
skin sensitisation - 0.8297 82.97%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6702 67.02%
Acute Oral Toxicity (c) III 0.5303 53.03%
Estrogen receptor binding + 0.7264 72.64%
Androgen receptor binding + 0.7339 73.39%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7504 75.04%
Aromatase binding + 0.7009 70.09%
PPAR gamma + 0.6935 69.35%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9285 92.85%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.51% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.01% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.08% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.00% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.76% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.24% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.25% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.71% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.05% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.59% 99.23%
CHEMBL235 P37231 Peroxisome proliferator-activated receptor gamma 88.34% 95.39%
CHEMBL4208 P20618 Proteasome component C5 88.18% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.11% 91.07%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 87.78% 91.79%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.55% 96.67%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 87.33% 94.42%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 86.17% 80.00%
CHEMBL230 P35354 Cyclooxygenase-2 85.58% 89.63%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.47% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.18% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.90% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.23% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.88% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.17% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.12% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.92% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.44% 96.90%

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 139583572
LOTUS LTS0135632
wikiData Q105149164