[3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

Details

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Internal ID 79af663d-11fb-42f9-ba6c-34990287487b
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name [3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate
SMILES (Canonical) CC(C)(C(COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)OC(=O)C4(CC(C(C(C4)O)O)O)O)O
SMILES (Isomeric) CC(C)(C(COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)OC(=O)C4(C[C@H](C([C@@H](C4)O)O)O)O)O
InChI InChI=1S/C23H26O11/c1-22(2,29)15(33-21(28)23(30)8-13(24)17(27)14(25)9-23)10-32-20-18-12(5-6-31-18)7-11-3-4-16(26)34-19(11)20/h3-7,13-15,17,24-25,27,29-30H,8-10H2,1-2H3/t13-,14-,15?,17?,23?/m1/s1
InChI Key IRLMRXHNZUJFJB-LXKUUIQNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O11
Molecular Weight 478.40 g/mol
Exact Mass 478.14751164 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.21
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7942 79.42%
Caco-2 - 0.8383 83.83%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7605 76.05%
OATP2B1 inhibitior - 0.8516 85.16%
OATP1B1 inhibitior + 0.9313 93.13%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6142 61.42%
P-glycoprotein inhibitior - 0.4916 49.16%
P-glycoprotein substrate - 0.5569 55.69%
CYP3A4 substrate + 0.5924 59.24%
CYP2C9 substrate - 0.6340 63.40%
CYP2D6 substrate - 0.8154 81.54%
CYP3A4 inhibition - 0.9085 90.85%
CYP2C9 inhibition - 0.9118 91.18%
CYP2C19 inhibition - 0.9077 90.77%
CYP2D6 inhibition - 0.9154 91.54%
CYP1A2 inhibition - 0.8688 86.88%
CYP2C8 inhibition + 0.4643 46.43%
CYP inhibitory promiscuity - 0.9132 91.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6174 61.74%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9419 94.19%
Skin irritation - 0.7896 78.96%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7291 72.91%
Micronuclear - 0.5526 55.26%
Hepatotoxicity + 0.7824 78.24%
skin sensitisation - 0.8640 86.40%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8585 85.85%
Acute Oral Toxicity (c) III 0.5044 50.44%
Estrogen receptor binding + 0.8259 82.59%
Androgen receptor binding + 0.7566 75.66%
Thyroid receptor binding + 0.5616 56.16%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding + 0.6504 65.04%
PPAR gamma + 0.6970 69.70%
Honey bee toxicity - 0.8498 84.98%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9767 97.67%

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 98.81% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.67% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.46% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.90% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.14% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.77% 97.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.75% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.69% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.19% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 88.19% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.79% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.34% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.50% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.42% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.26% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.36% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.34% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.30% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.09% 93.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.74% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.54% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.44% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.12% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.08% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.17% 86.33%

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.
Prangos tschimganica

Cross-Links

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PubChem 11812811
LOTUS LTS0268352
wikiData Q105118938