4-[2-(hydroxymethyl)-3,9-dihydro-2H-pyrano[2,3-g][1,4]benzodioxin-3-yl]-2-methoxyphenol

Details

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Internal ID 7e45e5fc-c8d7-4ee5-84f2-70fe14016a48
Taxonomy Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
IUPAC Name 4-[2-(hydroxymethyl)-3,9-dihydro-2H-pyrano[2,3-g][1,4]benzodioxin-3-yl]-2-methoxyphenol
SMILES (Canonical) COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C4C(=C3)CC=CO4)CO)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C4C(=C3)CC=CO4)CO)O
InChI InChI=1S/C19H18O6/c1-22-15-8-12(4-5-13(15)21)19-18(10-20)24-16-7-11-3-2-6-23-14(11)9-17(16)25-19/h2,4-9,18-21H,3,10H2,1H3
InChI Key YUZCLEKYIPCGQX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O6
Molecular Weight 342.30 g/mol
Exact Mass 342.11033829 g/mol
Topological Polar Surface Area (TPSA) 77.40 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[2-(hydroxymethyl)-3,9-dihydro-2H-pyrano[2,3-g][1,4]benzodioxin-3-yl]-2-methoxyphenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9587 95.87%
Caco-2 + 0.6154 61.54%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6965 69.65%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8873 88.73%
OATP1B3 inhibitior + 0.9442 94.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6216 62.16%
P-glycoprotein inhibitior - 0.4341 43.41%
P-glycoprotein substrate - 0.8498 84.98%
CYP3A4 substrate + 0.5669 56.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4257 42.57%
CYP3A4 inhibition - 0.6217 62.17%
CYP2C9 inhibition + 0.6069 60.69%
CYP2C19 inhibition + 0.7377 73.77%
CYP2D6 inhibition - 0.8179 81.79%
CYP1A2 inhibition - 0.6806 68.06%
CYP2C8 inhibition + 0.4715 47.15%
CYP inhibitory promiscuity + 0.8684 86.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5853 58.53%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.6839 68.39%
Skin irritation - 0.7875 78.75%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6061 60.61%
Micronuclear + 0.6759 67.59%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8240 82.40%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6316 63.16%
Acute Oral Toxicity (c) III 0.6072 60.72%
Estrogen receptor binding + 0.7414 74.14%
Androgen receptor binding - 0.5075 50.75%
Thyroid receptor binding + 0.5685 56.85%
Glucocorticoid receptor binding + 0.6594 65.94%
Aromatase binding - 0.5499 54.99%
PPAR gamma + 0.6446 64.46%
Honey bee toxicity - 0.8703 87.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.6683 66.83%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.36% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.80% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.71% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.44% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.22% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.04% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.79% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.29% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.95% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.55% 99.15%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.53% 97.14%
CHEMBL4208 P20618 Proteasome component C5 80.49% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.25% 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.
Daphne giraldii

Cross-Links

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PubChem 163098813
LOTUS LTS0253009
wikiData Q105365103