3,4-Dihydro-2-phenyl-2H-1-benzopyran-3,4-diol

Details

Top
Internal ID 3f163cc7-eeb8-453b-bab7-53575cbb0e23
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
IUPAC Name 2-phenyl-3,4-dihydro-2H-chromene-3,4-diol
SMILES (Canonical) C1=CC=C(C=C1)C2C(C(C3=CC=CC=C3O2)O)O
SMILES (Isomeric) C1=CC=C(C=C1)C2C(C(C3=CC=CC=C3O2)O)O
InChI InChI=1S/C15H14O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,13-17H
InChI Key XIMADJWJJOMVID-UHFFFAOYSA-N
Popularity 386 references in papers

Physical and Chemical Properties

Top
Molecular Formula C15H14O3
Molecular Weight 242.27 g/mol
Exact Mass 242.094294304 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
3,4-Flavandiol
3,4-Dihydro-2-phenyl-2H-1-benzopyran-3,4-diol
UNII-EH726HE44D
EH726HE44D
5023-02-9
2H-1-Benzopyran-3,4-diol, 3,4-dihydro-2-phenyl-
SCHEMBL170331
DTXSID00964537
Q56439127

2D Structure

Top
2D Structure of 3,4-Dihydro-2-phenyl-2H-1-benzopyran-3,4-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9735 97.35%
Caco-2 + 0.5722 57.22%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7377 73.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9096 90.96%
OATP1B3 inhibitior + 0.9919 99.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8219 82.19%
P-glycoprotein inhibitior - 0.8997 89.97%
P-glycoprotein substrate - 0.9738 97.38%
CYP3A4 substrate - 0.6597 65.97%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate + 0.4706 47.06%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition + 0.8453 84.53%
CYP2C19 inhibition + 0.5360 53.60%
CYP2D6 inhibition - 0.8963 89.63%
CYP1A2 inhibition + 0.8352 83.52%
CYP2C8 inhibition - 0.6170 61.70%
CYP inhibitory promiscuity + 0.6009 60.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4947 49.47%
Eye corrosion - 0.9826 98.26%
Eye irritation + 0.8462 84.62%
Skin irritation + 0.6553 65.53%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6010 60.10%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.5843 58.43%
skin sensitisation - 0.7148 71.48%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6552 65.52%
Acute Oral Toxicity (c) II 0.7123 71.23%
Estrogen receptor binding - 0.5126 51.26%
Androgen receptor binding - 0.7696 76.96%
Thyroid receptor binding + 0.5390 53.90%
Glucocorticoid receptor binding - 0.7132 71.32%
Aromatase binding + 0.6050 60.50%
PPAR gamma + 0.7767 77.67%
Honey bee toxicity - 0.8998 89.98%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8826 88.26%

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
CHEMBL4040 P28482 MAP kinase ERK2 92.63% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.52% 91.11%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.12% 89.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.68% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.07% 94.62%

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.
Terminalia elliptica

Cross-Links

Top
PubChem 5318979
LOTUS LTS0122994
wikiData Q56439127