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[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-methylbutanoate

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 02be21db-92dd-41f1-b6c4-6c4347f68a46
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OCC1C(C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)OC)O)O)O
SMILES (Isomeric) CC(C)CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)OC)O)O)O
InChI InChI=1S/C27H30O14/c1-10(2)6-17(30)38-9-16-19(31)22(34)24(36)27(41-16)40-15-8-14-18(21(33)26(15)37-3)20(32)23(35)25(39-14)11-4-5-12(28)13(29)7-11/h4-5,7-8,10,16,19,22,24,27-29,31,33-36H,6,9H2,1-3H3/t16-,19-,22+,24-,27-/m1/s1
InChI Key SOEZANHKTWLRIX-BAHLFPRBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H30O14
Molecular Weight 578.50 g/mol
Exact Mass 578.16355563 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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Patuletin 7-(6-isovalerylglucoside)

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5887 58.87%
Caco-2 - 0.8815 88.15%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7367 73.67%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8740 87.40%
OATP1B3 inhibitior + 0.9143 91.43%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7597 75.97%
P-glycoprotein inhibitior - 0.4407 44.07%
P-glycoprotein substrate + 0.5497 54.97%
CYP3A4 substrate + 0.6561 65.61%
CYP2C9 substrate - 0.6194 61.94%
CYP2D6 substrate - 0.8651 86.51%
CYP3A4 inhibition - 0.8431 84.31%
CYP2C9 inhibition - 0.8328 83.28%
CYP2C19 inhibition - 0.8530 85.30%
CYP2D6 inhibition - 0.9081 90.81%
CYP1A2 inhibition - 0.8059 80.59%
CYP2C8 inhibition + 0.7969 79.69%
CYP inhibitory promiscuity - 0.8721 87.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6563 65.63%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9185 91.85%
Skin irritation - 0.8584 85.84%
Skin corrosion - 0.9560 95.60%
Ames mutagenesis - 0.5564 55.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5076 50.76%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.9233 92.33%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9714 97.14%
Acute Oral Toxicity (c) III 0.6764 67.64%
Estrogen receptor binding + 0.8253 82.53%
Androgen receptor binding + 0.6264 62.64%
Thyroid receptor binding + 0.5522 55.22%
Glucocorticoid receptor binding + 0.7414 74.14%
Aromatase binding + 0.6160 61.60%
PPAR gamma + 0.6899 68.99%
Honey bee toxicity - 0.7834 78.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9823 98.23%

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.17% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.23% 99.15%
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.14% 95.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.65% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.36% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.75% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.33% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.92% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.58% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 88.48% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.19% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.19% 96.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.72% 95.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.48% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.42% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.27% 96.90%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.75% 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.
Pentanema britannicum

Cross-Links

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PubChem 10370955
NPASS NPC211532
LOTUS LTS0070274
wikiData Q105256909