8-[(1S,2R)-2-ethoxy-1-hydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one

Details

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Internal ID c74663f5-5d2d-44da-8258-e5765b3efd61
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 8-[(1S,2R)-2-ethoxy-1-hydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one
SMILES (Canonical) CCOC(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)C(=C)C
SMILES (Isomeric) CCO[C@@H]([C@H](C1=C(C=CC2=C1OC(=O)C=C2)OC)O)C(=C)C
InChI InChI=1S/C17H20O5/c1-5-21-16(10(2)3)15(19)14-12(20-4)8-6-11-7-9-13(18)22-17(11)14/h6-9,15-16,19H,2,5H2,1,3-4H3/t15-,16+/m0/s1
InChI Key IVTGCAJLUCTRJZ-JKSUJKDBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O5
Molecular Weight 304.34 g/mol
Exact Mass 304.13107373 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[(1S,2R)-2-ethoxy-1-hydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9470 94.70%
Caco-2 + 0.7237 72.37%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6891 68.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9148 91.48%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6215 62.15%
P-glycoprotein inhibitior + 0.5878 58.78%
P-glycoprotein substrate - 0.7461 74.61%
CYP3A4 substrate + 0.5173 51.73%
CYP2C9 substrate - 0.8331 83.31%
CYP2D6 substrate - 0.8191 81.91%
CYP3A4 inhibition - 0.6221 62.21%
CYP2C9 inhibition + 0.7116 71.16%
CYP2C19 inhibition + 0.8681 86.81%
CYP2D6 inhibition - 0.8583 85.83%
CYP1A2 inhibition + 0.7151 71.51%
CYP2C8 inhibition - 0.6645 66.45%
CYP inhibitory promiscuity + 0.8287 82.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7076 70.76%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8190 81.90%
Skin irritation - 0.7650 76.50%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3967 39.67%
Micronuclear + 0.5859 58.59%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.7737 77.37%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5260 52.60%
Acute Oral Toxicity (c) III 0.4453 44.53%
Estrogen receptor binding + 0.7160 71.60%
Androgen receptor binding + 0.6058 60.58%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.7270 72.70%
Aromatase binding + 0.6372 63.72%
PPAR gamma + 0.7074 70.74%
Honey bee toxicity - 0.8582 85.82%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9909 99.09%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.99% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.61% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.83% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.44% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.97% 97.21%
CHEMBL1255126 O15151 Protein Mdm4 87.10% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.15% 86.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 84.56% 94.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.47% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.43% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.65% 95.56%
CHEMBL2535 P11166 Glucose transporter 81.06% 98.75%
CHEMBL4208 P20618 Proteasome component C5 80.56% 90.00%

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.
Murraya paniculata

Cross-Links

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PubChem 11722560
LOTUS LTS0116485
wikiData Q104888596