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(3S)-6,8-dihydroxy-3-[2-(4-methoxyphenyl)ethyl]-3,4-dihydroisochromen-1-one

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

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Internal ID e8cdd9f6-571e-4918-8f27-4c2331771c06
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
IUPAC Name 6,8-dihydroxy-3-[2-(4-methoxyphenyl)ethyl]-3,4-dihydroisochromen-1-one
SMILES (Canonical) COC1=CC=C(C=C1)CCC2CC3=C(C(=CC(=C3)O)O)C(=O)O2
SMILES (Isomeric) COC1=CC=C(C=C1)CCC2CC3=C(C(=CC(=C3)O)O)C(=O)O2
InChI InChI=1S/C18H18O5/c1-22-14-5-2-11(3-6-14)4-7-15-9-12-8-13(19)10-16(20)17(12)18(21)23-15/h2-3,5-6,8,10,15,19-20H,4,7,9H2,1H3
InChI Key TYFJTEPDESMEHE-UHFFFAOYSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C18H18O5
Molecular Weight 314.30 g/mol
Exact Mass 314.11542367 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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(3S)-6,8-dihydroxy-3-[2-(4-methoxyphenyl)ethyl]-3,4-dihydroisochromen-1-one
ETHYL-PHOSPHINICACID
Isocoumarin, 3,4-dihydro-6,8-dihydroxy-3-(p-methoxyphenethyl)-, (S)-
AKOS032948753
B0005-189831

2D Structure

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2D Structure of (3S)-6,8-dihydroxy-3-[2-(4-methoxyphenyl)ethyl]-3,4-dihydroisochromen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8093 80.93%
Caco-2 + 0.8836 88.36%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8831 88.31%
OATP1B3 inhibitior + 0.9463 94.63%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6535 65.35%
P-glycoprotein inhibitior - 0.5078 50.78%
P-glycoprotein substrate - 0.7568 75.68%
CYP3A4 substrate + 0.6096 60.96%
CYP2C9 substrate - 0.5444 54.44%
CYP2D6 substrate - 0.7993 79.93%
CYP3A4 inhibition + 0.6144 61.44%
CYP2C9 inhibition + 0.5763 57.63%
CYP2C19 inhibition + 0.6916 69.16%
CYP2D6 inhibition - 0.5672 56.72%
CYP1A2 inhibition + 0.7943 79.43%
CYP2C8 inhibition + 0.7352 73.52%
CYP inhibitory promiscuity + 0.6489 64.89%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6499 64.99%
Eye corrosion - 0.9783 97.83%
Eye irritation + 0.6768 67.68%
Skin irritation - 0.7778 77.78%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3616 36.16%
Micronuclear - 0.5441 54.41%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9083 90.83%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6707 67.07%
Acute Oral Toxicity (c) III 0.5994 59.94%
Estrogen receptor binding + 0.9162 91.62%
Androgen receptor binding + 0.8674 86.74%
Thyroid receptor binding + 0.6184 61.84%
Glucocorticoid receptor binding + 0.7722 77.22%
Aromatase binding + 0.5877 58.77%
PPAR gamma + 0.6898 68.98%
Honey bee toxicity - 0.8645 86.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8054 80.54%

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 98.99% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.88% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.31% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL4208 P20618 Proteasome component C5 94.69% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.61% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.70% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.46% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.42% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.09% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.63% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.61% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.55% 96.95%
CHEMBL1951 P21397 Monoamine oxidase A 87.92% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.43% 92.62%
CHEMBL2535 P11166 Glucose transporter 86.17% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 85.92% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.73% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.21% 95.89%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.97% 96.12%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.43% 95.50%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 83.42% 92.67%
CHEMBL1907 P15144 Aminopeptidase N 83.36% 93.31%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.47% 93.40%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.32% 97.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.23% 94.00%

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.
Agrimonia pilosa
Spiraea formosana

Cross-Links

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PubChem 15558543
LOTUS LTS0019619
wikiData Q105267282