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4-[(2S)-2-hydroxy-2-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethoxy]furo[3,2-g]chromen-7-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 55007f77-583a-46a4-af17-f5766ce36e78
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name 4-[(2S)-2-hydroxy-2-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethoxy]furo[3,2-g]chromen-7-one
SMILES (Canonical) CC1(CCC(O1)C(C)(C)O)C(COC2=C3C=CC(=O)OC3=CC4=C2C=CO4)O
SMILES (Isomeric) C[C@@]1(CC[C@H](O1)C(C)(C)O)[C@H](COC2=C3C=CC(=O)OC3=CC4=C2C=CO4)O
InChI InChI=1S/C21H24O7/c1-20(2,24)17-6-8-21(3,28-17)16(22)11-26-19-12-4-5-18(23)27-15(12)10-14-13(19)7-9-25-14/h4-5,7,9-10,16-17,22,24H,6,8,11H2,1-3H3/t16-,17-,21+/m0/s1
InChI Key URTUKYUOMNRDDS-XGHQBKJUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H24O7
Molecular Weight 388.40 g/mol
Exact Mass 388.15220310 g/mol
Topological Polar Surface Area (TPSA) 98.40 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2S)-2-hydroxy-2-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethoxy]furo[3,2-g]chromen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9686 96.86%
Caco-2 - 0.6199 61.99%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8459 84.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8923 89.23%
OATP1B3 inhibitior + 0.7965 79.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7166 71.66%
P-glycoprotein inhibitior - 0.5323 53.23%
P-glycoprotein substrate - 0.5415 54.15%
CYP3A4 substrate + 0.6391 63.91%
CYP2C9 substrate - 0.6381 63.81%
CYP2D6 substrate - 0.7988 79.88%
CYP3A4 inhibition - 0.7334 73.34%
CYP2C9 inhibition - 0.7273 72.73%
CYP2C19 inhibition - 0.7343 73.43%
CYP2D6 inhibition - 0.8859 88.59%
CYP1A2 inhibition - 0.6908 69.08%
CYP2C8 inhibition + 0.4826 48.26%
CYP inhibitory promiscuity - 0.8544 85.44%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5683 56.83%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7673 76.73%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.6587 65.87%
skin sensitisation - 0.9071 90.71%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9460 94.60%
Acute Oral Toxicity (c) I 0.4290 42.90%
Estrogen receptor binding + 0.8639 86.39%
Androgen receptor binding + 0.7911 79.11%
Thyroid receptor binding + 0.7384 73.84%
Glucocorticoid receptor binding + 0.7754 77.54%
Aromatase binding + 0.7864 78.64%
PPAR gamma + 0.7861 78.61%
Honey bee toxicity - 0.7952 79.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9860 98.60%

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 99.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.60% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.51% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.48% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.67% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 93.14% 94.75%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 91.31% 94.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.65% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.40% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.25% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.49% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.00% 97.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.44% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.39% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.28% 99.17%
CHEMBL1871 P10275 Androgen Receptor 83.25% 96.43%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.95% 93.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.63% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.70% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 81.54% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 81.09% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.06% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.59% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.03% 99.23%

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.
Citrus lucida

Cross-Links

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PubChem 11646755
LOTUS LTS0111012
wikiData Q105278036