[(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

Details

Top
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

Top
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

Top
Patuletin 7-(6-isovalerylglucoside)

2D Structure

Top
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

Top

ADMET Properties (via admetSAR 2)

Top
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

Top

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

Top
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

Top
PubChem 10370955
NPASS NPC211532
LOTUS LTS0070274
wikiData Q105256909