PlantaeDB Logo
Login Sign-up

6,8-dihydroxy-1-(1H-indol-3-yl)-3a,4-dihydrobenzo[e][1]benzofuran-2,5-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

Top
Internal ID 48dccb1c-0bd0-4521-975b-464ff5a4dde0
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 6,8-dihydroxy-1-(1H-indol-3-yl)-3a,4-dihydrobenzo[e][1]benzofuran-2,5-dione
SMILES (Canonical) C1C2C(=C(C(=O)O2)C3=CNC4=CC=CC=C43)C5=C(C1=O)C(=CC(=C5)O)O
SMILES (Isomeric) C1C2C(=C(C(=O)O2)C3=CNC4=CC=CC=C43)C5=C(C1=O)C(=CC(=C5)O)O
InChI InChI=1S/C20H13NO5/c22-9-5-11-17(14(23)6-9)15(24)7-16-18(11)19(20(25)26-16)12-8-21-13-4-2-1-3-10(12)13/h1-6,8,16,21-23H,7H2
InChI Key BFVWTLLYXASUMY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H13NO5
Molecular Weight 347.30 g/mol
Exact Mass 347.07937252 g/mol
Topological Polar Surface Area (TPSA) 99.60 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6,8-dihydroxy-1-(1H-indol-3-yl)-3a,4-dihydrobenzo[e][1]benzofuran-2,5-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 - 0.7083 70.83%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5540 55.40%
OATP2B1 inhibitior - 0.5871 58.71%
OATP1B1 inhibitior + 0.8974 89.74%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7623 76.23%
P-glycoprotein inhibitior - 0.8036 80.36%
P-glycoprotein substrate - 0.7489 74.89%
CYP3A4 substrate + 0.6186 61.86%
CYP2C9 substrate + 0.8019 80.19%
CYP2D6 substrate - 0.8594 85.94%
CYP3A4 inhibition - 0.7868 78.68%
CYP2C9 inhibition + 0.6812 68.12%
CYP2C19 inhibition - 0.5589 55.89%
CYP2D6 inhibition - 0.8171 81.71%
CYP1A2 inhibition + 0.6428 64.28%
CYP2C8 inhibition + 0.5983 59.83%
CYP inhibitory promiscuity + 0.6670 66.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Danger 0.4142 41.42%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.6023 60.23%
Skin irritation - 0.7864 78.64%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5456 54.56%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5073 50.73%
skin sensitisation - 0.8301 83.01%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5498 54.98%
Acute Oral Toxicity (c) III 0.3526 35.26%
Estrogen receptor binding + 0.5971 59.71%
Androgen receptor binding + 0.8504 85.04%
Thyroid receptor binding - 0.6811 68.11%
Glucocorticoid receptor binding + 0.5854 58.54%
Aromatase binding - 0.5834 58.34%
PPAR gamma + 0.7097 70.97%
Honey bee toxicity - 0.7810 78.10%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9607 96.07%

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 99.52% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.54% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.40% 99.23%
CHEMBL2581 P07339 Cathepsin D 94.29% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.78% 89.00%
CHEMBL240 Q12809 HERG 92.24% 89.76%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 92.09% 92.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.44% 94.45%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 89.88% 83.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.86% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.33% 94.00%
CHEMBL217 P14416 Dopamine D2 receptor 87.08% 95.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.02% 88.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.98% 93.40%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 84.93% 81.14%
CHEMBL2535 P11166 Glucose transporter 84.90% 98.75%
CHEMBL5443 O00311 Cell division cycle 7-related protein kinase 84.76% 96.11%
CHEMBL1951 P21397 Monoamine oxidase A 84.44% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.24% 99.15%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.96% 96.39%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.92% 95.71%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.59% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 82.58% 94.75%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.38% 83.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.17% 93.03%
CHEMBL5485 P14920 D-amino-acid oxidase 81.84% 96.57%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.84% 93.99%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 81.83% 98.21%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.30% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.13% 95.89%

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 163023439
LOTUS LTS0203175
wikiData Q104934929