5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

Details

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Internal ID d274cadb-0e91-4239-9512-1f32d3b20f5e
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 5-hydroxy-2-[(1S)-1-hydroxyethyl]benzo[f][1]benzofuran-4,9-dione
SMILES (Canonical) CC(C1=CC2=C(O1)C(=O)C3=C(C2=O)C(=CC=C3)O)O
SMILES (Isomeric) C[C@@H](C1=CC2=C(O1)C(=O)C3=C(C2=O)C(=CC=C3)O)O
InChI InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)11-7(3-2-4-9(11)16)13(18)14(8)19-10/h2-6,15-16H,1H3/t6-/m0/s1
InChI Key XJGFVZBTNKODFQ-LURJTMIESA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C14H10O5
Molecular Weight 258.23 g/mol
Exact Mass 258.05282342 g/mol
Topological Polar Surface Area (TPSA) 87.70 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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STAT3-IN-14
CHEMBL392591
5-hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione
5-hydroxy-2-(1-hydroxyethyl)benzo[f][1]benzofuran-4,9-dione
(-)-5-hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione
5-hydroxy-2-[(1S)-1-hydroxyethyl]naphtho[2,3-b]furan-4,9-dione
NQ-801
SCHEMBL2801404
BDBM50541367
HY-N10472
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 - 0.7322 73.22%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7945 79.45%
OATP2B1 inhibitior - 0.7081 70.81%
OATP1B1 inhibitior + 0.9290 92.90%
OATP1B3 inhibitior + 0.9325 93.25%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9367 93.67%
P-glycoprotein inhibitior - 0.8653 86.53%
P-glycoprotein substrate - 0.8698 86.98%
CYP3A4 substrate - 0.5838 58.38%
CYP2C9 substrate - 0.6310 63.10%
CYP2D6 substrate - 0.8320 83.20%
CYP3A4 inhibition - 0.8933 89.33%
CYP2C9 inhibition + 0.8648 86.48%
CYP2C19 inhibition - 0.5786 57.86%
CYP2D6 inhibition - 0.8699 86.99%
CYP1A2 inhibition + 0.9541 95.41%
CYP2C8 inhibition - 0.9351 93.51%
CYP inhibitory promiscuity + 0.5316 53.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Warning 0.4193 41.93%
Eye corrosion - 0.9808 98.08%
Eye irritation + 0.8338 83.38%
Skin irritation + 0.5056 50.56%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8253 82.53%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8134 81.34%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.4743 47.43%
Acute Oral Toxicity (c) III 0.6273 62.73%
Estrogen receptor binding + 0.8296 82.96%
Androgen receptor binding + 0.7960 79.60%
Thyroid receptor binding + 0.5397 53.97%
Glucocorticoid receptor binding + 0.7850 78.50%
Aromatase binding + 0.8084 80.84%
PPAR gamma + 0.7146 71.46%
Honey bee toxicity - 0.8860 88.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7741 77.41%
Fish aquatic toxicity + 0.9541 95.41%

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 98.95% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.13% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.70% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 95.09% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.91% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.21% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.21% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.53% 99.23%
CHEMBL2535 P11166 Glucose transporter 85.13% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.12% 90.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.05% 96.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.90% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.13% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.97% 90.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.75% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.00% 93.03%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.31% 93.65%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.19% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.58% 93.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.19% 96.21%

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.
Handroanthus impetiginosus
Handroanthus incanus
Tabebuia ochracea

Cross-Links

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PubChem 14159819
NPASS NPC217602
ChEMBL CHEMBL392591
LOTUS LTS0133718
wikiData Q27134531