4-[(2S)-3,4-Dihydro-5,7-dimethoxy-2H-1-benzopyran-2-yl]phenol

Details

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Internal ID e8595436-206f-48b1-a32a-545a349fb37b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name 4-[(2S)-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]phenol
SMILES (Canonical) COC1=CC2=C(CCC(O2)C3=CC=C(C=C3)O)C(=C1)OC
SMILES (Isomeric) COC1=CC2=C(CC[C@H](O2)C3=CC=C(C=C3)O)C(=C1)OC
InChI InChI=1S/C17H18O4/c1-19-13-9-16(20-2)14-7-8-15(21-17(14)10-13)11-3-5-12(18)6-4-11/h3-6,9-10,15,18H,7-8H2,1-2H3/t15-/m0/s1
InChI Key AVMGPGZQJKDABF-HNNXBMFYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H18O4
Molecular Weight 286.32 g/mol
Exact Mass 286.12050905 g/mol
Topological Polar Surface Area (TPSA) 47.90 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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DTXSID301182642
LMPK12020276
4-[(2S)-3,4-Dihydro-5,7-dimethoxy-2H-1-benzopyran-2-yl]phenol
103963-45-7

2D Structure

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2D Structure of 4-[(2S)-3,4-Dihydro-5,7-dimethoxy-2H-1-benzopyran-2-yl]phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9807 98.07%
Caco-2 + 0.8358 83.58%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7695 76.95%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9031 90.31%
OATP1B3 inhibitior + 0.9846 98.46%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7083 70.83%
P-glycoprotein inhibitior - 0.7052 70.52%
P-glycoprotein substrate - 0.8690 86.90%
CYP3A4 substrate + 0.5413 54.13%
CYP2C9 substrate - 0.8110 81.10%
CYP2D6 substrate + 0.6029 60.29%
CYP3A4 inhibition - 0.5177 51.77%
CYP2C9 inhibition - 0.5334 53.34%
CYP2C19 inhibition + 0.6747 67.47%
CYP2D6 inhibition - 0.8405 84.05%
CYP1A2 inhibition + 0.8144 81.44%
CYP2C8 inhibition + 0.6411 64.11%
CYP inhibitory promiscuity + 0.6266 62.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6320 63.20%
Eye corrosion - 0.9791 97.91%
Eye irritation + 0.6010 60.10%
Skin irritation - 0.7724 77.24%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6795 67.95%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.7841 78.41%
skin sensitisation - 0.9102 91.02%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.4538 45.38%
Acute Oral Toxicity (c) III 0.7134 71.34%
Estrogen receptor binding + 0.6481 64.81%
Androgen receptor binding + 0.7055 70.55%
Thyroid receptor binding + 0.8154 81.54%
Glucocorticoid receptor binding + 0.7429 74.29%
Aromatase binding - 0.4914 49.14%
PPAR gamma + 0.5667 56.67%
Honey bee toxicity - 0.9379 93.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6851 68.51%
Fish aquatic toxicity - 0.4588 45.88%

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 96.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.92% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.12% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.54% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.94% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.94% 92.94%
CHEMBL3438 Q05513 Protein kinase C zeta 89.70% 88.48%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.55% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.57% 99.17%
CHEMBL2535 P11166 Glucose transporter 86.25% 98.75%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.09% 95.78%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.35% 82.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.33% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.99% 94.00%
CHEMBL4208 P20618 Proteasome component C5 84.96% 90.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 84.75% 91.79%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.10% 93.40%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.45% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.40% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.67% 99.15%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.03% 93.99%

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.
Erycibe expansa
Iryanthera grandis

Cross-Links

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PubChem 14137569
NPASS NPC76465
ChEMBL CHEMBL397828
LOTUS LTS0231062
wikiData Q104919637